{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,23]],"date-time":"2026-09-23T18:48:36Z","timestamp":1790189316519,"version":"4.1.0"},"reference-count":88,"publisher":"American Chemical Society (ACS)","issue":"32","license":[{"start":{"date-parts":[[2026,7,31]],"date-time":"2026-07-31T00:00:00Z","timestamp":1785456000000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-029"},{"start":{"date-parts":[[2026,7,31]],"date-time":"2026-07-31T00:00:00Z","timestamp":1785456000000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-037"},{"start":{"date-parts":[[2026,7,31]],"date-time":"2026-07-31T00:00:00Z","timestamp":1785456000000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-045"}],"funder":[{"DOI":"10.13039\/501100007824","name":"Soochow University","doi-asserted-by":"publisher","id":[{"id":"10.13039\/501100007824","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100013088","name":"Qinglan Project of Jiangsu Province of China","doi-asserted-by":"publisher","id":[{"id":"10.13039\/501100013088","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/100012515","name":"Cyrus Tang Foundation","doi-asserted-by":"publisher","id":[{"id":"10.13039\/100012515","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["21971174"],"award-info":[{"award-number":["21971174"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["U2267224"],"award-info":[{"award-number":["U2267224"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100012246","name":"Priority Academic Program Development of Jiangsu Higher Education Institutions","doi-asserted-by":"publisher","id":[{"id":"10.13039\/501100012246","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":[],"published-print":{"date-parts":[[2026,8,14]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>A photocatalytic tandem radical intramolecular [4+2] cyclization of unactivated cyanated alkenes for constructing functionalized benzo[1,6]naphthyridinones through the integration of radical cyano migration and hydrogen atom transfer (HAT) strategies is reported. This protocol uses mild reaction conditions, readily accessible and stable substrates, and a metal-free organic photocatalyst while enabling late-stage functionalization. The mechanistic study reveals that the intramolecular [4+2] cyclization mechanism involves radical addition to an unactivated alkene, followed by 1,4-cyano migration, 1,6-HAT, and a subsequent intramolecular 6-endo-trig radical cyclization process.<\/jats:p>","DOI":"10.1021\/acs.orglett.6c02476","type":"journal-article","created":{"date-parts":[[2026,8,4]],"date-time":"2026-08-04T14:03:52Z","timestamp":1785852232000},"page":"10187-10193","source":"Crossref","is-referenced-by-count":1,"title":["Functional Group\nMigration-Driven Quaternary Carbon\nEditing via Intramolecular [4+2] Annulation"],"prefix":"10.1021","volume":"28","author":[{"given":"Yi-Xin","family":"Xing","sequence":"first","affiliation":[{"name":"Soochow University , , ,","place":["Suzhou, China, 215123"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Bo-Xi","family":"Liu","sequence":"additional","affiliation":[{"name":"Soochow University , , ,","place":["Suzhou, China, 215123"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Feng","family":"Zhou","sequence":"additional","affiliation":[{"name":"Soochow University , , ,","place":["Suzhou, China, 215123"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Syed Anis Ali","family":"Shah","sequence":"additional","affiliation":[{"name":"Soochow University , , ,","place":["Suzhou, China, 215123"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Daopeng","family":"Sheng","sequence":"additional","affiliation":[{"name":"Soochow University , , , ,","place":["Suzhou, Jiangsu, China, 215123"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-6088-7278","authenticated-orcid":true,"given":"WeiDong","family":"Rao","sequence":"additional","affiliation":[{"name":"Nanjing Forestry University , , ,","place":["Nanjing, China, 210037"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Shu-Su","family":"Shen","sequence":"additional","affiliation":[{"name":"Suzhou University of Science and Technology , , ,","place":["Suzhou, P. R. China, 215009"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4548-047X","authenticated-orcid":true,"given":"Chen","family":"Zhu","sequence":"additional","affiliation":[{"name":"Shanghai Jiao Tong University , , 800 Dongchuan Road , ,","place":["Shanghai, China, 200240"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-8985-8753","authenticated-orcid":true,"given":"Shun-Yi","family":"Wang","sequence":"additional","affiliation":[{"name":"Soochow University , , ,","place":["Suzhou, China, 215123"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2026,7,31]]},"reference":[{"issue":"11","key":"2026081410092410600_cit1a","doi-asserted-by":"publisher","first-page":"6308","DOI":"10.1039\/D1CS00200G","article-title":"Radical trifluoromethylation","volume":"50","author":"Xiao","year":"2021","journal-title":"Chem. Soc. Rev."},{"issue":"13","key":"2026081410092410600_cit1b","doi-asserted-by":"publisher","first-page":"7978","DOI":"10.1021\/acscatal.1c01970","article-title":"Ligand-Enabled\nCopper(I)-Catalyzed Asymmetric Radical\nC(sp3)\u2013C Cross-Coupling Reactions","volume":"11","author":"Zhou","year":"2021","journal-title":"ACS\nCatal."},{"issue":"13","key":"2026081410092410600_cit1c","doi-asserted-by":"publisher","first-page":"7418","DOI":"10.1039\/D1CS00196E","article-title":"Photochemical radical cyclization reactions with imines,\nhydrazones, oximes and related compounds","volume":"50","author":"Latrache","year":"2021","journal-title":"Chem.\nSoc. Rev."},{"issue":"1","key":"2026081410092410600_cit1d","doi-asserted-by":"publisher","first-page":"74","DOI":"10.1002\/anie.201903726","article-title":"The Persistent Radical Effect in Organic Synthesis","volume":"59","author":"Leifert","year":"2020","journal-title":"Angew. Chem. Int. Ed."},{"issue":"6","key":"2026081410092410600_cit1e","doi-asserted-by":"publisher","first-page":"1586","DOI":"10.1002\/anie.201803102","article-title":"Visible-Light-Induced\nOrganic Photochemical Reactions through Energy-Transfer Pathways","volume":"58","author":"Zhou","year":"2019","journal-title":"Angew. Chem., Int. Ed."},{"issue":"13","key":"2026081410092410600_cit1f","doi-asserted-by":"publisher","first-page":"8864","DOI":"10.1021\/acs.chemrev.6b00516","article-title":"Metal-Catalyzed\nDecarboxylative C\u2013H Functionalization","volume":"117","author":"Wei","year":"2017","journal-title":"Chem. Rev."},{"issue":"1","key":"2026081410092410600_cit1g","doi-asserted-by":"publisher","first-page":"58","DOI":"10.1002\/anie.201505090","article-title":"Catalysis of Radical Reactions: A Radical Chemistry\nPerspective","volume":"55","author":"Studer","year":"2016","journal-title":"Angew. Chem., Int. Ed."},{"issue":"37","key":"2026081410092410600_cit1h","doi-asserted-by":"publisher","first-page":"12836","DOI":"10.1002\/chem.201501475","article-title":"Recent Progress\ntoward the Introduction of Functionalized Difluoromethylated Building\nBlocks onto C(sp(2)) and C(sp) Centers","volume":"21","author":"Belhomme","year":"2015","journal-title":"Chemistry"},{"issue":"5","key":"2026081410092410600_cit1i","doi-asserted-by":"publisher","first-page":"2587","DOI":"10.1021\/cr400441m","article-title":"Thiyl radicals in organic synthesis","volume":"114","author":"Denes","year":"2014","journal-title":"Chem. Rev."},{"issue":"1","key":"2026081410092410600_cit1j","doi-asserted-by":"publisher","first-page":"813","DOI":"10.1021\/cr100359d","article-title":"Radical cascades initiated by intermolecular radical\naddition to alkynes and related triple bond systems","volume":"113","author":"Wille","year":"2013","journal-title":"Chem. Rev."},{"issue":"21","key":"2026081410092410600_cit1k","doi-asserted-by":"publisher","first-page":"2919","DOI":"10.1055\/s-0033-1339677","article-title":"Recent Advances in Transition-Metal-Catalyzed Trifluoromethylation\nand Related Transformations","volume":"45","author":"Chen","year":"2013","journal-title":"Synthesis."},{"issue":"16","key":"2026081410092410600_cit2a","doi-asserted-by":"publisher","first-page":"7206","DOI":"10.1039\/D2CS00013J","article-title":"Electro-\/photocatalytic\nalkene-derived radical cation chemistry: recent advances in synthetic\napplications","volume":"51","author":"Luo","year":"2022","journal-title":"Chem. Soc. Rev."},{"issue":"6","key":"2026081410092410600_cit2b","doi-asserted-by":"publisher","first-page":"2313","DOI":"10.1039\/D1CS00510C","article-title":"Multicomponent reactions\nand photo\/electrochemistry join forces: atom economy meets energy\nefficiency","volume":"51","author":"Coppola","year":"2022","journal-title":"Chem. Soc. Rev."},{"issue":"9","key":"2026081410092410600_cit2c","doi-asserted-by":"publisher","first-page":"8181","DOI":"10.1021\/acs.chemrev.1c00831","article-title":"Nitrogen-Centered\nRadicals in Functionalization of sp(2) Systems: Generation, Reactivity,\nand Applications in Synthesis","volume":"122","author":"Pratley","year":"2022","journal-title":"Chem. Rev."},{"issue":"20","key":"2026081410092410600_cit2d","doi-asserted-by":"publisher","first-page":"11577","DOI":"10.1039\/D1CS00529D","article-title":"Radical-mediated rearrangements: past, present, and future","volume":"50","author":"Wu","year":"2021","journal-title":"Chem. Soc. Rev."},{"issue":"6","key":"2026081410092410600_cit2e","doi-asserted-by":"publisher","first-page":"1688","DOI":"10.1007\/s11426-023-1589-7","article-title":"Photoinduced difunctionalization\nwith bifunctional reagents containing N-heteroaryl moieties","volume":"66","author":"Lee","year":"2023","journal-title":"Science China Chemistry."},{"issue":"16","key":"2026081410092410600_cit3a","doi-asserted-by":"publisher","first-page":"6898","DOI":"10.1021\/acs.joc.6b01449","article-title":"Photoredox\nCatalysis in Organic Chemistry","volume":"81","author":"Shaw","year":"2016","journal-title":"J. Org. Chem."},{"issue":"7","key":"2026081410092410600_cit3b","doi-asserted-by":"publisher","first-page":"5322","DOI":"10.1021\/cr300503r","article-title":"Visible light photoredox catalysis with transition\nmetal complexes: applications in organic synthesis","volume":"113","author":"Prier","year":"2013","journal-title":"Chem. Rev."},{"issue":"10","key":"2026081410092410600_cit3c","doi-asserted-by":"publisher","first-page":"2261","DOI":"10.1021\/acs.accounts.6b00351","article-title":"Merging Visible Light\nPhotoredox and Gold Catalysis","volume":"49","author":"Hopkinson","year":"2016","journal-title":"Acc. Chem. Res."},{"issue":"5","key":"2026081410092410600_cit3d","doi-asserted-by":"publisher","first-page":"1066","DOI":"10.1021\/acs.accounts.0c00090","article-title":"When Light Meets\nNitrogen-Centered Radicals: From Reagents to Catalysts","volume":"53","author":"Yu","year":"2020","journal-title":"Acc. Chem. Res."},{"issue":"17","key":"2026081410092410600_cit3e","doi-asserted-by":"publisher","first-page":"10075","DOI":"10.1021\/acs.chemrev.6b00057","article-title":"Organic Photoredox Catalysis","volume":"116","author":"Romero","year":"2016","journal-title":"Chem. Rev."},{"issue":"17","key":"2026081410092410600_cit3f","doi-asserted-by":"publisher","first-page":"9790","DOI":"10.1021\/acs.chemrev.0c00278","article-title":"Generation of Alkyl Radicals: From\nthe Tyranny of Tin to the Photon Democracy","volume":"120","author":"Crespi","year":"2020","journal-title":"Chem. Rev."},{"issue":"1","key":"2026081410092410600_cit3g","doi-asserted-by":"publisher","first-page":"102","DOI":"10.1039\/B913880N","article-title":"Visible light photoredox catalysis: applications in\norganic synthesis","volume":"40","author":"Narayanam","year":"2011","journal-title":"Chem. Soc. Rev."},{"issue":"9","key":"2026081410092410600_cit3h","doi-asserted-by":"publisher","first-page":"1924","DOI":"10.1021\/acs.accounts.6b00288","article-title":"Photoredox\nCatalysis for the Generation of Carbon Centered Radicals","volume":"49","author":"Goddard","year":"2016","journal-title":"Acc. Chem. Res."},{"issue":"17","key":"2026081410092410600_cit3i","doi-asserted-by":"publisher","first-page":"2526","DOI":"10.1021\/acs.accounts.2c00444","article-title":"N-O Bond Activation\nby Energy Transfer Photocatalysis","volume":"55","author":"Lee","year":"2022","journal-title":"Acc. Chem.\nRes."},{"issue":"8","key":"2026081410092410600_cit3j","doi-asserted-by":"publisher","first-page":"4237","DOI":"10.1021\/acs.chemrev.2c00478","article-title":"Photocatalytic Late-Stage\nC-H Functionalization","volume":"123","author":"Bellotti","year":"2023","journal-title":"Chem. Rev."},{"issue":"47","key":"2026081410092410600_cit4a","doi-asserted-by":"publisher","first-page":"21121","DOI":"10.1002\/anie.202008630","article-title":"Visible-Light Photoredox-Catalyzed\nRemote Difunctionalizing Carboxylation\nof Unactivated Alkenes with CO(2)","volume":"59","author":"Song","year":"2020","journal-title":"Angew. Chem.,\nInt. Ed."},{"issue":"7","key":"2026081410092410600_cit4b","doi-asserted-by":"publisher","first-page":"6401","DOI":"10.1021\/acscatal.8b00707","article-title":"Visible Light Mediated, Redox Neutral\nRemote 1,6-Difunctionalizations of Alkenes","volume":"8","author":"Shu","year":"2018","journal-title":"ACS Catal."},{"issue":"38","key":"2026081410092410600_cit4c","doi-asserted-by":"publisher","first-page":"11440","DOI":"10.1002\/anie.201705368","article-title":"Anti-Markovnikov Hydrofunctionalization of Alkenes:\nUse of a Benzyl Group as a Traceless Redox-Active Hydrogen Donor","volume":"56","author":"Lonca","year":"2017","journal-title":"Angew. Chem., Int. Ed."},{"issue":"7","key":"2026081410092410600_cit4d","doi-asserted-by":"publisher","first-page":"1898","DOI":"10.1002\/anie.201611697","article-title":"Palladium-Catalyzed\nRemote Aryldifluoroalkylation of Alkenyl Aldehydes","volume":"56","author":"Nie","year":"2017","journal-title":"Angew. Chem., Int. Ed."},{"issue":"13","key":"2026081410092410600_cit4e","doi-asserted-by":"publisher","first-page":"4041","DOI":"10.1002\/anie.201412310","article-title":"Phosphine-catalyzed remote beta-C-H functionalization\nof amines triggered by trifluoromethylation of alkenes: one-pot synthesis\nof bistrifluoromethylated enamides and oxazoles","volume":"54","author":"Yu","year":"2015","journal-title":"Angew. Chem., Int. Ed."},{"issue":"6","key":"2026081410092410600_cit4f","doi-asserted-by":"publisher","first-page":"1589","DOI":"10.1021\/acs.orglett.5b00479","article-title":"Metal-free\ndirect 1,6- and 1,2-difunctionalization triggered by radical trifluoromethylation\nof alkenes","volume":"17","author":"Huang","year":"2015","journal-title":"Org. Lett."},{"issue":"44","key":"2026081410092410600_cit4g","doi-asserted-by":"publisher","first-page":"11890","DOI":"10.1002\/anie.201405401","article-title":"Enantioselective\nC-H bond functionalization triggered by radical trifluoromethylation\nof unactivated alkene","volume":"53","author":"Yu","year":"2014","journal-title":"Angew. Chem., Int. Ed."},{"key":"2026081410092410600_cit5a","doi-asserted-by":"publisher","DOI":"10.1038\/ncomms13832","article-title":"Expeditious diastereoselective\nsynthesis of elaborated\nketones via remote Csp(3)-H functionalization","volume":"8","author":"Shu","year":"2017","journal-title":"Nat. Commun."},{"issue":"7","key":"2026081410092410600_cit5b","doi-asserted-by":"publisher","first-page":"1881","DOI":"10.1002\/anie.201609885","article-title":"Visible-Light-Mediated\nRemote Aliphatic C-H Functionalizations through a 1,5-Hydrogen Transfer\nCascade","volume":"56","author":"Shu","year":"2017","journal-title":"Angew. Chem., Int. Ed."},{"issue":"15","key":"2026081410092410600_cit6a","doi-asserted-by":"publisher","first-page":"6057","DOI":"10.1021\/acs.orglett.1c02133","article-title":"Visible Light\nDriven and Copper-Catalyzed C(sp(3))-H Functionalization of O-Pentafluorobenzoyl\nKetone Oximes","volume":"23","author":"Wu","year":"2021","journal-title":"Org. Lett."},{"issue":"3","key":"2026081410092410600_cit6b","doi-asserted-by":"publisher","first-page":"1199","DOI":"10.1016\/j.cclet.2021.08.067","article-title":"C(sp3)\u2013H bond functionalization of oximes derivatives via\n1,5\u2013hydrogen atom transfer induced by iminyl radical","volume":"33","author":"Dong","year":"2022","journal-title":"Chin. Chem. Lett."},{"issue":"9","key":"2026081410092410600_cit6c","doi-asserted-by":"publisher","first-page":"5795","DOI":"10.1021\/acscatal.3c00067","article-title":"Relay C\u2013H Functionalization\nEnables De Novo Synthesis of Pyridines and Pyridones","volume":"13","author":"Liu","year":"2023","journal-title":"ACS Catal."},{"issue":"22","key":"2026081410092410600_cit6d","doi-asserted-by":"publisher","first-page":"12233","DOI":"10.1021\/jacs.3c02485","article-title":"Asymmetric [3 +\n2] Photocycloaddition of beta-Keto Esters and Vinyl Azides by Dual\nPhotoredox\/Nickel Catalysis","volume":"145","author":"Zhou","year":"2023","journal-title":"J. Am. Chem. Soc."},{"issue":"15","key":"2026081410092410600_cit6e","doi-asserted-by":"publisher","first-page":"3762","DOI":"10.1002\/adsc.202100517","article-title":"Nitrogen-Radical-Triggered Trifunctionalizing\nipso-Spirocyclization of Unactivated Alkenes with Vinyl Azides: A\nModular Access to Spiroaminal Frameworks","volume":"363","author":"Qi","year":"2021","journal-title":"Adv.\nSynth. Catal."},{"key":"2026081410092410600_cit6f","doi-asserted-by":"publisher","DOI":"10.3389\/fchem.2022.1058596","article-title":"Chemodivergent photocatalytic access to 1-pyrrolines\nand 1-tetralones involving switchable C(sp(3))-H functionalization","volume":"10","author":"Tu","year":"2022","journal-title":"Front. Chem."},{"issue":"5","key":"2026081410092410600_cit6g","doi-asserted-by":"publisher","first-page":"107822","DOI":"10.1016\/j.cclet.2022.107822","article-title":"Photoredox-neutral\nring-opening pyridylation of cyclic oximes via phosphoranyl radical-mediated\nN O\/C C bond cleavages and sequential radical-radical coupling","volume":"34","author":"Zou","year":"2023","journal-title":"Chin. Chem. Lett."},{"issue":"38","key":"2026081410092410600_cit7a","doi-asserted-by":"publisher","first-page":"8028","DOI":"10.1021\/acs.orglett.4c02803","article-title":"Cascade\nCyclization\nof N-Cyanamide Alkenes for the Divergent Synthesis of Azido-, Nitro-,\nand Alkenyl-Containing Pyrroloquinazolinones","volume":"26","author":"Jiang","year":"2024","journal-title":"Org. Lett."},{"issue":"4","key":"2026081410092410600_cit7b","doi-asserted-by":"publisher","first-page":"2718","DOI":"10.1021\/acs.joc.3c02777","article-title":"Electrochemical Trifluoromethylation\/Bicyclization\nof N-Cyanamide Alkenes: Synthesis of Bicyclic Amidine Derivatives","volume":"89","author":"Yan","year":"2024","journal-title":"J. Org. Chem."},{"issue":"3","key":"2026081410092410600_cit7c","doi-asserted-by":"publisher","first-page":"445","DOI":"10.1039\/D0QO01058H","article-title":"Nitriles as radical acceptors in radical cascade reactions","volume":"8","author":"Sun","year":"2021","journal-title":"Org. Chem. Front."},{"issue":"14","key":"2026081410092410600_cit7d","doi-asserted-by":"publisher","first-page":"3861","DOI":"10.1039\/D4QO00607K","article-title":"Alkoxycarbonylation-triggered\nnitrile insertion\/remote C(sp2)\u2013H and C(sp3)\u2013H functionalization\nto access esterified quinazolinones and amidines","volume":"11","author":"Cai","year":"2024","journal-title":"Org. Chem. Front."},{"issue":"10","key":"2026081410092410600_cit7e","doi-asserted-by":"publisher","first-page":"2119","DOI":"10.1021\/acs.orglett.4c00457","article-title":"Access to\nCF(2)COR-Containing Quinazolinones via Visible-Light-Induced Domino\nDifluoroalkylation\/Cyclization of N-Cyanamide Alkenes","volume":"26","author":"Cui","year":"2024","journal-title":"Org. Lett."},{"issue":"32","key":"2026081410092410600_cit7f","doi-asserted-by":"publisher","first-page":"6884","DOI":"10.1021\/acs.orglett.4c02465","article-title":"Visible-Light-Induced\nDomino Perfluoroalkylation\/Cyclization to Access Perfluoroalkylated\nQuinazolinones by an EDA Complex","volume":"26","author":"Meng","year":"2024","journal-title":"Org. Lett."},{"issue":"15","key":"2026081410092410600_cit7g","doi-asserted-by":"publisher","first-page":"3762","DOI":"10.1002\/adsc.202100517","article-title":"Nitrogen-Radical-Triggered Trifunctionalizing\nipso-Spirocyclization of Unactivated Alkenes with Vinyl Azides: A\nModular Access to Spiroaminal Frameworks","volume":"363","author":"Qi","year":"2021","journal-title":"Adv.\nSynth. Catal."},{"issue":"4","key":"2026081410092410600_cit7h","doi-asserted-by":"publisher","first-page":"1110","DOI":"10.1021\/acs.orglett.2c00083","article-title":"Radical Alkene-Trifluoromethylation-Triggered\nNitrile Insertion\/Remote Functionalization Relay Processes: Diverse\nSynthesis of Trifluoromethylated Azaheterocycles Enabled by Copper\nCatalysis","volume":"24","author":"Xi","year":"2022","journal-title":"Org. Lett."},{"issue":"36","key":"2026081410092410600_cit8","doi-asserted-by":"publisher","first-page":"10821","DOI":"10.1002\/anie.201605130","article-title":"Combination\nof a Cyano Migration Strategy and Alkene\nDifunctionalization: The Elusive Selective Azidocyanation of Unactivated\nOlefins","volume":"55","author":"Wu","year":"2016","journal-title":"Angew. Chem., Int. Ed."},{"issue":"4","key":"2026081410092410600_cit9a","doi-asserted-by":"publisher","first-page":"1388","DOI":"10.1021\/jacs.6b11234","article-title":"Chemo- and\nRegioselective Distal Heteroaryl ipso-Migration: A General\nProtocol for Heteroarylation of Unactivated Alkenes","volume":"139","author":"Wu","year":"2017","journal-title":"J. Am. Chem. Soc."},{"issue":"15","key":"2026081410092410600_cit9b","doi-asserted-by":"publisher","first-page":"5947","DOI":"10.1021\/acs.orglett.0c02030","article-title":"Radical-Mediated Distal Ipso-Migration\nof O\/S-Containing Heteroaryls and DFT Studies for Migratory Aptitude","volume":"22","author":"Zhang","year":"2020","journal-title":"Org. Lett."},{"issue":"12","key":"2026081410092410600_cit9c","doi-asserted-by":"publisher","first-page":"1896","DOI":"10.1039\/C8QO00301G","article-title":"Azidoheteroarylation\nof unactivated olefins through distal heteroaryl migration","volume":"5","author":"Wang","year":"2018","journal-title":"Org. Chem. Front."},{"issue":"4","key":"2026081410092410600_cit9d","doi-asserted-by":"publisher","first-page":"744","DOI":"10.1002\/adsc.201701229","article-title":"Distal Functional Group Migration for Visible-light Induced Carbo-difluoroalkylation\/monofluoroalkylation\nof Unactivated Alkenes","volume":"360","author":"Yu","year":"2018","journal-title":"Adv. Synth. Catal."},{"issue":"12","key":"2026081410092410600_cit9e","doi-asserted-by":"publisher","first-page":"1639","DOI":"10.1016\/j.tet.2018.12.003","article-title":"Visible-light-induced carbosulfonylation of unactivated alkenes via\nremote heteroaryl and oximino migration","volume":"75","author":"Tang","year":"2019","journal-title":"Tetrahedron"},{"issue":"24","key":"2026081410092410600_cit9f","doi-asserted-by":"publisher","first-page":"7784","DOI":"10.1021\/acs.orglett.8b03191","article-title":"Electrochemical\nSulfonylation\/Heteroarylation of Alkenes via Distal Heteroaryl ipso-Migration","volume":"20","author":"Zheng","year":"2018","journal-title":"Org. Lett."},{"issue":"6","key":"2026081410092410600_cit9g","doi-asserted-by":"publisher","first-page":"1857","DOI":"10.1021\/acs.orglett.9b00444","article-title":"Electrochemically Promoted\nFluoroalkylation-Distal Functionalization of Unactivated Alkenes","volume":"21","author":"Zou","year":"2019","journal-title":"Org. Lett."},{"issue":"2","key":"2026081410092410600_cit9h","doi-asserted-by":"publisher","first-page":"624","DOI":"10.1002\/anie.201812192","article-title":"Leaving Group\nAssisted Strategy for Photoinduced Fluoroalkylations Using N-Hydroxybenzimidoyl\nChloride Esters","volume":"58","author":"Zhang","year":"2019","journal-title":"Angew. Chem. Int. Ed."},{"issue":"1","key":"2026081410092410600_cit9i","doi-asserted-by":"publisher","first-page":"281","DOI":"10.1002\/anie.201912746","article-title":"Visible-Light-Induced ortho-Selective Migration on Pyridyl Ring:\nTrifluoromethylative Pyridylation of Unactivated Alkenes","volume":"59","author":"Jeon","year":"2020","journal-title":"Angew. Chem. Int. Ed."},{"issue":"10","key":"2026081410092410600_cit9j","doi-asserted-by":"publisher","first-page":"1065","DOI":"10.1038\/s41929-024-01204-6","article-title":"Carbon monoxide\nenabling synergistic carbonylation and (hetero)aryl migration","volume":"7","author":"Wang","year":"2024","journal-title":"Nat. Catal."},{"issue":"16","key":"2026081410092410600_cit10a","doi-asserted-by":"publisher","first-page":"4545","DOI":"10.1002\/anie.201700413","article-title":"Merging Distal Alkynyl Migration and Photoredox Catalysis\nfor Radical Trifluoromethylative Alkynylation of Unactivated Olefins","volume":"56","author":"Xu","year":"2017","journal-title":"Angew. Chem. Int. Ed."},{"key":"2026081410092410600_cit10b","doi-asserted-by":"publisher","first-page":"6888","DOI":"10.1039\/C7SC02175E","article-title":"alpha-Perfluoroalkyl-beta-alkynylation\nof alkenes via radical alkynyl migration","volume":"8","author":"Tang","year":"2017","journal-title":"Chem.\nSci."},{"issue":"12","key":"2026081410092410600_cit10c","doi-asserted-by":"publisher","first-page":"3596","DOI":"10.1021\/acs.orglett.8b01382","article-title":"Merging \u201cAnti-Baldwin\u201d\n3-Exo-Dig Cyclization with 1,2-Alkynyl Migration for Radical Alkylalkynylation\nof Unactivated Olefins","volume":"20","author":"Zhao","year":"2018","journal-title":"Org. Lett."},{"issue":"15","key":"2026081410092410600_cit11","doi-asserted-by":"publisher","first-page":"2370","DOI":"10.1039\/C8QO00558C","article-title":"Phosphinoyl-functionalization of\nunactivated alkenes through phosphinoyl radical-triggered distal functional\ngroup migration","volume":"5","author":"Chen","year":"2018","journal-title":"Org. Chem. Front."},{"issue":"48","key":"2026081410092410600_cit12a","doi-asserted-by":"publisher","first-page":"15100","DOI":"10.1002\/anie.201608198","article-title":"Radical-Mediated\n1,2-Formyl\/Carbonyl\nFunctionalization of Alkenes and Application to the Construction of\nMedium-Sized Rings","volume":"55","author":"Li","year":"2016","journal-title":"Angew. Chem. Int. Ed."},{"key":"2026081410092410600_cit12b","doi-asserted-by":"publisher","first-page":"672","DOI":"10.1038\/s41467-020-14435-5","article-title":"Radical-mediated\nC-C cleavage of unstrained cycloketones and DFT study for unusual\nregioselectivity","volume":"11","author":"Wang","year":"2020","journal-title":"Nat. Commun."},{"key":"2026081410092410600_cit12c","doi-asserted-by":"publisher","first-page":"1621","DOI":"10.1038\/s41557-024-01633-7","article-title":"Radical-triggered translocation of\nC-C double bond and functional group","volume":"16","author":"Wang","year":"2024","journal-title":"Nat. Chem."},{"key":"2026081410092410600_cit13a","doi-asserted-by":"publisher","first-page":"8238","DOI":"10.1039\/D3RA00400G","article-title":"Advances in the synthesis\nof nitrogen-containing heterocyclic compounds by in situ benzyne cycloaddition","volume":"13","author":"Yu","year":"2023","journal-title":"RSC. Adv."},{"key":"2026081410092410600_cit13b","doi-asserted-by":"publisher","first-page":"117","DOI":"10.1039\/a902437i","article-title":"Recent progress\nin the chemistry of the Stemona alkaloids","volume":"17","author":"Pilli","year":"2000","journal-title":"Nat.\nProd. Rep."},{"key":"2026081410092410600_cit13c","doi-asserted-by":"publisher","first-page":"264","DOI":"10.1021\/cr078199m","article-title":"Lamellarins and Related Pyrrole-Derived Alkaloids from Marine Organisms","volume":"108","author":"Fan","year":"2008","journal-title":"Chem. Rev."},{"key":"2026081410092410600_cit13d","doi-asserted-by":"publisher","first-page":"44247","DOI":"10.1039\/D0RA09198G","article-title":"Prescribed drugs containing nitrogen heterocycles:\nan overview","volume":"10","author":"Heravi","year":"2020","journal-title":"RSC. Adv."},{"issue":"22","key":"2026081410092410600_cit14a","doi-asserted-by":"publisher","first-page":"4257","DOI":"10.1016\/j.tet.2009.03.027","article-title":"Aaptamine\nand related products. Their isolation, chemical syntheses, and biological\nactivity","volume":"65","author":"Larghi","year":"2009","journal-title":"Tetrahedron"},{"key":"2026081410092410600_cit14b","doi-asserted-by":"publisher","first-page":"3006","DOI":"10.1016\/j.bmcl.2012.02.020","article-title":"Identification of novel telomeric G-quadruplex-targeting\nchemical scaffolds through screening of three NCI libraries","volume":"22","author":"Rahman","year":"2012","journal-title":"Bioorg. Med. Chem. Lett.t"},{"issue":"19","key":"2026081410092410600_cit15a","doi-asserted-by":"publisher","first-page":"7146","DOI":"10.1021\/jm101144f","article-title":"Discovery\nof 1-(4-(4-propionylpiperazin-1-yl)-3-(trifluoromethyl)phenyl)-9-(quinolin-3-yl)benzo[h][1,6]naphthyridin-2(1H)-one\nas a highly potent, selective mammalian target of rapamycin (mTOR)\ninhibitor for the treatment of cancer","volume":"53","author":"Liu","year":"2010","journal-title":"J. Med.\nChem."},{"issue":"6","key":"2026081410092410600_cit15b","doi-asserted-by":"publisher","first-page":"1773","DOI":"10.1021\/ci500157n","article-title":"Dual histamine H3R\/serotonin 5-HT4R\nligands with antiamnesic properties: pharmacophore-based virtual screening\nand polypharmacology","volume":"54","author":"Lepailleur","year":"2014","journal-title":"J. Chem. Inf. Model."},{"issue":"3","key":"2026081410092410600_cit15c","doi-asserted-by":"publisher","first-page":"344","DOI":"10.1021\/acsmedchemlett.7b00008","article-title":"Structure-Activity Relationship Study of QL47: A Broad-Spectrum\nAntiviral Agent","volume":"8","author":"Liang","year":"2017","journal-title":"ACS. Med. Chem. Lett."},{"issue":"17","key":"2026081410092410600_cit15d","doi-asserted-by":"publisher","first-page":"5228","DOI":"10.1021\/acs.orglett.8b02171","article-title":"Synthesis of Benzo[1,6]naphthyridinones\nUsing the Catellani Reaction","volume":"20","author":"Elsayed","year":"2018","journal-title":"Org. Lett."},{"key":"2026081410092410600_cit15e","doi-asserted-by":"publisher","first-page":"3731","DOI":"10.1016\/j.bmc.2004.03.076","article-title":"Nitro and amino substitution within the A-ring of 5H-8,9-dimethoxy-5-(2-N,N-dimethylaminoethyl)dibenzo[c,h][1,6]naphthyridin-6-ones:\ninfluence on topoisomerase I-targeting activity and cytotoxicity","volume":"12","author":"Ruchelman","year":"2004","journal-title":"Bioorg. Med. Chem."},{"issue":"19","key":"2026081410092410600_cit16a","doi-asserted-by":"publisher","first-page":"2819","DOI":"10.1016\/S0960-894X(99)00496-5","article-title":"Synthesis and Pharmacological Profile\nof 1-Aryl-3-Substituted Pyrrolo[3,2-c]quinolines","volume":"9","author":"Yum","year":"1999","journal-title":"Bioorg. Med. Chem. Lett."},{"issue":"26","key":"2026081410092410600_cit16b","doi-asserted-by":"publisher","first-page":"4217","DOI":"10.1021\/ol016884o","article-title":"Total Synthesis\nof (\u00b1)-Martinellic Acid","volume":"3","author":"Snider","year":"2001","journal-title":"Org. Lett."},{"issue":"17","key":"2026081410092410600_cit16c","doi-asserted-by":"publisher","first-page":"2913","DOI":"10.1021\/ol026293d","article-title":"Total Synthesis\nof the Alkaloids Martinelline and Martinellic Acid via a Hetero Diels\u2013Alder\nMulticomponent Coupling Reaction","volume":"4","author":"Powell","year":"2002","journal-title":"Org. Lett."},{"key":"2026081410092410600_cit16d","doi-asserted-by":"publisher","first-page":"4464","DOI":"10.1021\/jo800560p","article-title":"Total Synthesis\nof (\u2212)-Martinellic Acid via Radical Addition\u2013Cyclization\u2013Elimination\nReaction","volume":"73","author":"Shirai","year":"2008","journal-title":"J. Org. Chem."},{"key":"2026081410092410600_cit16e","doi-asserted-by":"publisher","first-page":"2955","DOI":"10.1055\/s-0031-1289909","article-title":"4-Chloro-3-iodoquinoline\nas a Synthon in the Development of New Syntheses of 1,2-Disubstituted\n1H-Pyrrolo[3,2-c]quinolines","volume":"2011","author":"Almeida","year":"2011","journal-title":"Synlett"},{"issue":"19","key":"2026081410092410600_cit16f","doi-asserted-by":"publisher","first-page":"4722","DOI":"10.1002\/anie.201107831","article-title":"A catalytic multicomponent approach\nfor the stereoselective synthesis of cis-4,5-disubstituted pyrrolidinones\nand tetrahydro-3H-pyrrolo[3,2-c]quinolines","volume":"51","author":"Roy","year":"2012","journal-title":"Angew. Chem. Int. Ed."},{"issue":"18","key":"2026081410092410600_cit17","doi-asserted-by":"publisher","first-page":"4656","DOI":"10.1021\/acs.orglett.5c00899","article-title":"Functionalized Oxindole\nConstruction\nvia a Cyano Migration and Cyclization Relay Strategy","volume":"27","author":"Liu","year":"2025","journal-title":"Org. Lett."},{"key":"2026081410092410600_cit18a","doi-asserted-by":"publisher","first-page":"941","DOI":"10.1038\/s41557-025-01775-2","article-title":"Biomimetic\n1,2-amino migration via photoredox catalysis","volume":"17","author":"Fan","year":"2025","journal-title":"Nat. Chem."},{"issue":"1","key":"2026081410092410600_cit18b","doi-asserted-by":"publisher","first-page":"241","DOI":"10.1007\/s11426-024-2172-1","article-title":"Cyano migration-mediated radical-polar crossover cyclopropanation","volume":"68","author":"Wang","year":"2025","journal-title":"Science. China. Chemistry."}],"container-title":["Organic Letters"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/acs.orglett.6c02476","content-type":"application\/pdf","content-version":"vor","intended-application":"unspecified"},{"URL":"https:\/\/pubs.acs.org\/orlef7\/article-pdf\/28\/32\/10187\/66349311\/acs.orglett.6c02476.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"syndication"},{"URL":"https:\/\/pubs.acs.org\/orlef7\/article-pdf\/28\/32\/10187\/66349311\/acs.orglett.6c02476.pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,8,14]],"date-time":"2026-08-14T14:17:31Z","timestamp":1786717051000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.acs.org\/orlef7\/article\/28\/32\/10187\/5237829\/Functional-Group-Migration-Driven-Quaternary"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2026,7,31]]},"references-count":88,"journal-issue":{"issue":"32","published-online":{"date-parts":[[2026,7,31]]},"published-print":{"date-parts":[[2026,8,14]]}},"URL":"https:\/\/doi.org\/10.1021\/acs.orglett.6c02476","relation":{},"ISSN":["1523-7060","1523-7052"],"issn-type":[{"value":"1523-7060","type":"print"},{"value":"1523-7052","type":"electronic"}],"subject":[],"published":{"date-parts":[[2026,7,31]]}}}