{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,9]],"date-time":"2026-10-09T14:52:17Z","timestamp":1791557537612,"version":"4.3.4"},"reference-count":70,"publisher":"American Chemical Society (ACS)","issue":"40","license":[{"start":{"date-parts":[[2026,9,28]],"date-time":"2026-09-28T00:00:00Z","timestamp":1790553600000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-029"},{"start":{"date-parts":[[2026,9,28]],"date-time":"2026-09-28T00:00:00Z","timestamp":1790553600000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-037"},{"start":{"date-parts":[[2026,9,28]],"date-time":"2026-09-28T00:00:00Z","timestamp":1790553600000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-045"}],"funder":[{"DOI":"10.13039\/501100010877","name":"Science, Technology and Innovation Commission of Shenzhen Municipality","doi-asserted-by":"publisher","award":["GJHZ20210705141800003"],"award-info":[{"award-number":["GJHZ20210705141800003"]}],"id":[{"id":"10.13039\/501100010877","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100010877","name":"Science, Technology and Innovation Commission of Shenzhen Municipality","doi-asserted-by":"publisher","award":["JCYJ20220818095808019"],"award-info":[{"award-number":["JCYJ20220818095808019"]}],"id":[{"id":"10.13039\/501100010877","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["22171187"],"award-info":[{"award-number":["22171187"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":[],"published-print":{"date-parts":[[2026,10,9]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>The development of an environmentally benign protocol for the site-selective \u03b3-C(sp3)\u2013H acylation of aliphatic amines is of significant interest given their utility in accessing a diverse collection of \u03b3-aminoketones prevalent in biologically active compounds. Herein, we report a visible-light-driven \u03b3-C(sp3)\u2013H acylation of aliphatic amines enabled by N-heterocyclic carbene (NHC) organocatalysis. This work demonstrates the generation of an aryl radical via single-electron transfer from the enolate form of an electron-rich Breslow intermediate to an aryl iodide under visible-light irradiation. This photoinduced aryl radical then facilitates a 1,7-hydrogen atom transfer (HAT) from the \u03b3-C(sp3)\u2013H bond to generate a more stable alkyl radical, which serves as the actual acylation site.<\/jats:p>","DOI":"10.1021\/acs.orglett.6c03550","type":"journal-article","created":{"date-parts":[[2026,9,28]],"date-time":"2026-09-28T07:01:44Z","timestamp":1790578904000},"page":"12635-12641","source":"Crossref","is-referenced-by-count":0,"title":["Visible Light-Promoted\n\u03b3-C(sp3)\u2013H Acylation of Aliphatic Amines\nEnabled by N-Heterocyclic\nCarbene Organocatalysis"],"prefix":"10.1021","volume":"28","author":[{"given":"Ramesh","family":"Gorre","sequence":"first","affiliation":[{"name":"Shenzhen University , , ,","place":["Shenzhen, P. R. China, 518060"]},{"name":"Shenzhen University , , ,","place":["Shenzhen, P.R. China, 518060"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Qingyun","family":"Zhi","sequence":"additional","affiliation":[{"name":"Shenzhen University , , ,","place":["Shenzhen, P. R. China, 518060"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Xuan","family":"Huang","sequence":"additional","affiliation":[{"name":"Shenzhen University , , ,","place":["Shenzhen, P. R. China, 518060"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4061-8350","authenticated-orcid":true,"given":"Junmin","family":"Zhang","sequence":"additional","affiliation":[{"name":"Shenzhen University , , ,","place":["Shenzhen, P. R. China, 518060"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2026,9,28]]},"reference":[{"issue":"2","key":"2026100910142421700_cit1a","doi-asserted-by":"publisher","first-page":"107","DOI":"10.1007\/s11094-017-1565-8","article-title":"Synthesis and Pharmacological Activity\nof Some \u03b1-Aminoketone Hydrochlorides","volume":"51","author":"Gevorgyan","year":"2017","journal-title":"Pharm. Chem. J."},{"key":"2026100910142421700_cit1b","first-page":"115","article-title":"\u0392-Amino\nKetones \u2013 Synthesis and Biological Significance","volume-title":"Novel Aspects on Chemistry and Biochemistry","author":"Singh","year":"2024"},{"issue":"2","key":"2026100910142421700_cit1c","doi-asserted-by":"publisher","first-page":"260","DOI":"10.2174\/138527281802140129104218","article-title":"Stereoselective Synthesis\nand Application of \u03b2-Amino Ketones","volume":"18","author":"Nguyen","year":"2014","journal-title":"Curr.\nOrg. Chem."},{"issue":"22","key":"2026100910142421700_cit1d","doi-asserted-by":"publisher","first-page":"5310","DOI":"10.1016\/j.bmcl.2014.09.047","article-title":"Beta-Aminoketones as Prodrugs for\nSelective Irreversible Inhibitors of Type-1 Methionine Aminopeptidases","volume":"24","author":"Altmeyer","year":"2014","journal-title":"Bioorg. Med. Chem. Lett."},{"issue":"14","key":"2026100910142421700_cit2","doi-asserted-by":"publisher","first-page":"11622","DOI":"10.1021\/acs.jmedchem.4c01122","article-title":"An Update\non the Nitrogen Heterocycle Compositions and Properties of U.S. Fda-Approved\nPharmaceuticals (2013\u20132023)","volume":"67","author":"Marshall","year":"2024","journal-title":"J. Med.\nChem."},{"key":"2026100910142421700_cit3a","first-page":"801","article-title":"Prodrugs of Amines","volume-title":"Prodrugs","author":"Krise","year":"2008"},{"issue":"1","key":"2026100910142421700_cit3b","doi-asserted-by":"publisher","first-page":"1","DOI":"10.2174\/18741045-v16-e2209010","article-title":"A Review on\nthe Medicinal and Industrial Applications of N-Containing Heterocycles","volume":"16","author":"Amin","year":"2022","journal-title":"Open Med. Chem. J."},{"issue":"2","key":"2026100910142421700_cit3c","doi-asserted-by":"publisher","first-page":"299","DOI":"10.3390\/ph16020299","article-title":"Nitrogen Containing\nHeterocycles as Anticancer Agents: A Medicinal Chemistry Perspective","volume":"16","author":"Kumar","year":"2023","journal-title":"Pharmaceuticals (Basel)"},{"issue":"16","key":"2026100910142421700_cit4a","doi-asserted-by":"publisher","DOI":"10.1002\/chem.202404413","article-title":"Advances in the Release of Amide-Containing Molecules","volume":"31","author":"Wharton","year":"2025","journal-title":"Chem.\u2500Eur. J."},{"issue":"6","key":"2026100910142421700_cit4b","doi-asserted-by":"publisher","first-page":"1165","DOI":"10.1134\/S1068162023060018","article-title":"A Perspective of the Amide Group\nContaining FDA Approved Anticancer Drugs from 2021\u20132022 (A\nReview)","volume":"49","author":"Asif","year":"2023","journal-title":"Russ. J. 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Pharm."},{"key":"2026100910142421700_cit4f","doi-asserted-by":"publisher","DOI":"10.3389\/fchem.2021.650569","article-title":"Application\nof Amino Acids in the Structural Modification of Natural Products:\nA Review","volume":"9","author":"Xu","year":"2021","journal-title":"Front. Chem."},{"issue":"13","key":"2026100910142421700_cit5a","doi-asserted-by":"publisher","first-page":"8754","DOI":"10.1021\/acs.chemrev.6b00622","article-title":"Palladium-Catalyzed Transformations\nof Alkyl C-H Bonds","volume":"117","author":"He","year":"2017","journal-title":"Chem. Rev."},{"issue":"4","key":"2026100910142421700_cit5b","doi-asserted-by":"publisher","first-page":"1053","DOI":"10.1021\/ar5004626","article-title":"Bidentate, Monoanionic\nAuxiliary-Directed Functionalization of Carbon-Hydrogen Bonds","volume":"48","author":"Daugulis","year":"2015","journal-title":"Acc. Chem. 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Rev."},{"key":"2026100910142421700_cit7a","doi-asserted-by":"publisher","DOI":"10.1016\/j.ccr.2021.214255","article-title":"Recent Advances in\n\u03b3-C(Sp3)\u2013H Bond Activation\nof Amides, Aliphatic Amines, Sulfanilamides and Amino Acids","volume":"455","author":"Ni","year":"2022","journal-title":"Coord. Chem. Rev."},{"issue":"48","key":"2026100910142421700_cit7b","doi-asserted-by":"publisher","first-page":"25948","DOI":"10.1021\/jacs.3c09340","article-title":"Ligand-Enabled \u03b3-C(Sp3)-H Hydroxylation of Free\nAmines with Aqueous Hydrogen Peroxide","volume":"145","author":"Li","year":"2023","journal-title":"J. Am.\nChem. Soc."},{"issue":"1","key":"2026100910142421700_cit7c","doi-asserted-by":"publisher","first-page":"76","DOI":"10.1038\/s41557-019-0393-8","article-title":"Catalytic C(Sp3)-H Bond\nActivation in Tertiary Alkylamines","volume":"12","author":"Rodrigalvarez","year":"2020","journal-title":"Nat. Chem."},{"issue":"9","key":"2026100910142421700_cit7d","doi-asserted-by":"publisher","first-page":"5684","DOI":"10.1021\/acs.joc.9b00605","article-title":"Free Amino Group-Directed \u03b3-C(Sp3)-H Arylation of \u03b1-Amino Esters with Diaryliodonium\nTriflates by Palladium Catalysis","volume":"84","author":"Pramanick","year":"2019","journal-title":"J. Org. Chem."},{"issue":"32","key":"2026100910142421700_cit7e","doi-asserted-by":"publisher","first-page":"29367","DOI":"10.1021\/jacs.5c09218","article-title":"Directed Halogen\nAtom Transfer (DIXAT): A Powerful Tool for Chemoselective Generation\nof Aryl Radicals toward Remote C(Sp3)-H Functionalization\nof Aliphatic Amines","volume":"147","author":"Wagulde","year":"2025","journal-title":"J. Am. Chem. Soc."},{"issue":"56","key":"2026100910142421700_cit7f","doi-asserted-by":"publisher","first-page":"13971","DOI":"10.1002\/chem.202102635","article-title":"Intramolecular\nC-H Amination of N-Alkylsulfamides by Tert-Butyl Hypoiodite or N-Iodosuccinimide","volume":"27","author":"Kiyokawa","year":"2021","journal-title":"Chem.\u2500Eur. J."},{"issue":"29","key":"2026100910142421700_cit7g","doi-asserted-by":"publisher","first-page":"13366","DOI":"10.1021\/jacs.2c05266","article-title":"\u03b3 C-H Functionalization of Amines via Triple\nH-Atom Transfer of a Vinyl Sulfonyl Radical Chaperone","volume":"144","author":"Herbort","year":"2022","journal-title":"J. Am. Chem. Soc."},{"issue":"7506","key":"2026100910142421700_cit8a","doi-asserted-by":"publisher","first-page":"485","DOI":"10.1038\/nature13384","article-title":"An Overview of N-Heterocyclic\nCarbenes","volume":"510","author":"Hopkinson","year":"2014","journal-title":"Nature"},{"issue":"17","key":"2026100910142421700_cit8b","doi-asserted-by":"publisher","first-page":"9307","DOI":"10.1021\/acs.chemrev.5b00060","article-title":"Organocatalytic\nReactions Enabled by N-Heterocyclic Carbenes","volume":"115","author":"Flanigan","year":"2015","journal-title":"Chem. Rev."},{"issue":"48","key":"2026100910142421700_cit8c","doi-asserted-by":"publisher","first-page":"14912","DOI":"10.1002\/anie.201605319","article-title":"Cooperative Catalysis and Activation with N-Heterocyclic\nCarbenes","volume":"55","author":"Wang","year":"2016","journal-title":"Angew. Chem., Int. 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Chem.\nRes."},{"issue":"10","key":"2026100910142421700_cit8g","doi-asserted-by":"publisher","first-page":"6316","DOI":"10.1021\/acscatal.1c01908","article-title":"A Bifunctional N-Heterocyclic Carbene\nas a Noncovalent Organocatalyst for Enantioselective Aza-Michael Addition\nReactions","volume":"11","author":"Guo","year":"2021","journal-title":"ACS Catal."},{"issue":"10","key":"2026100910142421700_cit8h","doi-asserted-by":"publisher","first-page":"711","DOI":"10.1038\/s41570-021-00321-1","article-title":"Recent Advances in the Chemistry and Applications of\nN-Heterocyclic Carbenes","volume":"5","author":"Bellotti","year":"2021","journal-title":"Nat. Rev. Chem."},{"issue":"2","key":"2026100910142421700_cit8i","doi-asserted-by":"publisher","first-page":"210","DOI":"10.1007\/s11426-021-1133-5","article-title":"N-Heterocyclic\nCarbene-Catalyzed Arene Formation Reactions","volume":"65","author":"Li","year":"2022","journal-title":"Sci. China Chem."},{"issue":"10","key":"2026100910142421700_cit8j","doi-asserted-by":"publisher","first-page":"1190","DOI":"10.1021\/acs.accounts.3c00063","article-title":"Enantioselective Catalysis by the\nUmpolung of Conjugate Acceptors Involving N-Heterocyclic Carbene or\nOrganophosphine 1,4-Addition","volume":"56","author":"Nakano","year":"2023","journal-title":"Acc. Chem. Res."},{"issue":"22","key":"2026100910142421700_cit9a","doi-asserted-by":"publisher","first-page":"5630","DOI":"10.1039\/D0SC01538E","article-title":"Recent Advances\nin N-Heterocyclic Carbene-Based Radical Catalysis","volume":"11","author":"Ishii","year":"2020","journal-title":"Chem. 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Lett."},{"issue":"10","key":"2026100910142421700_cit9e","doi-asserted-by":"publisher","first-page":"3238","DOI":"10.1002\/chem.202004059","article-title":"Single-Electron\nTransfer Reactions Enabled by N-Heterocyclic Carbene Organocatalysis","volume":"27","author":"Li","year":"2021","journal-title":"Chem.\u2500Eur. J."},{"issue":"19","key":"2026100910142421700_cit9f","doi-asserted-by":"publisher","first-page":"11984","DOI":"10.1021\/acscatal.2c03996","article-title":"Radical NHC Catalysis","volume":"12","author":"Liu","year":"2022","journal-title":"ACS Catal."},{"issue":"46","key":"2026100910142421700_cit9g","doi-asserted-by":"publisher","first-page":"13367","DOI":"10.1039\/D3SC03274D","article-title":"Recent Advances in Combining Photo- and N-Heterocyclic\nCarbene Catalysis","volume":"14","author":"Wang","year":"2023","journal-title":"Chem. Sci."},{"issue":"29","key":"2026100910142421700_cit9h","doi-asserted-by":"publisher","DOI":"10.1126\/sciadv.aeg0999","article-title":"Asymmetric\nRadical NHC Organocatalysis-Enabled Highly Enantioselective Acylation\nof Inert C(Sp2)\u2013C(Sp3) Bonds","volume":"12","author":"Li","year":"2026","journal-title":"Sci. Adv."},{"issue":"1","key":"2026100910142421700_cit9i","doi-asserted-by":"publisher","first-page":"7","DOI":"10.1007\/s11426-020-9851-8","article-title":"N-Heterocyclic Carbene-Catalyzed Radical Reactions","volume":"64","author":"Chen","year":"2021","journal-title":"Sci. China Chem."},{"issue":"48","key":"2026100910142421700_cit9j","doi-asserted-by":"publisher","first-page":"e202300832","DOI":"10.1002\/ejoc.202300832","article-title":"Radical Acylation of\nAlkenes by NHC-organocatalysis","volume":"26","author":"Tang","year":"2023","journal-title":"Eur. J. 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