{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,21]],"date-time":"2026-09-21T19:24:32Z","timestamp":1790018672374,"version":"4.0.1"},"reference-count":60,"publisher":"MDPI AG","issue":"23","license":[{"start":{"date-parts":[[2022,12,4]],"date-time":"2022-12-04T00:00:00Z","timestamp":1670112000000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100018525","name":"Key Research and Development Program of Sichuan Province","doi-asserted-by":"publisher","award":["2022YFS0001"],"award-info":[{"award-number":["2022YFS0001"]}],"id":[{"id":"10.13039\/501100018525","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100018525","name":"Key Research and Development Program of Sichuan Province","doi-asserted-by":"publisher","award":["21772192"],"award-info":[{"award-number":["21772192"]}],"id":[{"id":"10.13039\/501100018525","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100018525","name":"Key Research and Development Program of Sichuan Province","doi-asserted-by":"publisher","award":["21672205"],"award-info":[{"award-number":["21672205"]}],"id":[{"id":"10.13039\/501100018525","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["2022YFS0001"],"award-info":[{"award-number":["2022YFS0001"]}],"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":["21772192"],"award-info":[{"award-number":["21772192"]}],"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":["21672205"],"award-info":[{"award-number":["21672205"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>A new approach for the synthesis of 2-aminobenzofurans has been described via Sc(OTf)3 mediated formal cycloaddition of isocyanides with the in situ generated ortho-quinone methides (o-QMs) from o-hydroxybenzhydryl alcohol. Notably, as a class of readily available and highly active intermediates, o-QMs were first used in the construction of benzofurans. This [4 + 1] cycloaddition reaction provides a straightforward and efficient methodology for the construction of 2-aminobenzofurans scaffold in good yield (up to 93% yield) under mild conditions.<\/jats:p>","DOI":"10.3390\/molecules27238538","type":"journal-article","created":{"date-parts":[[2022,12,5]],"date-time":"2022-12-05T07:07:31Z","timestamp":1670224051000},"page":"8538","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":4,"title":["A Novel Method to Construct 2-Aminobenzofurans via [4 + 1] Cycloaddition Reaction of In Situ Generated Ortho-Quinone Methides with Isocyanides"],"prefix":"10.3390","volume":"27","author":[{"given":"Huaxin","family":"Lin","sequence":"first","affiliation":[{"name":"Natural Products Research Centre, Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, China"},{"name":"University of Chinese Academy of Sciences, Beijing 100049, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Senling","family":"Tang","sequence":"additional","affiliation":[{"name":"Natural Products Research Centre, Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, China"},{"name":"University of Chinese Academy of Sciences, Beijing 100049, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yang","family":"Pan","sequence":"additional","affiliation":[{"name":"Natural Products Research Centre, Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, China"},{"name":"University of Chinese Academy of Sciences, Beijing 100049, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Peng","family":"Liang","sequence":"additional","affiliation":[{"name":"Natural Products Research Centre, Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, China"},{"name":"University of Chinese Academy of Sciences, Beijing 100049, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8973-5377","authenticated-orcid":false,"given":"Xiaofeng","family":"Ma","sequence":"additional","affiliation":[{"name":"Natural Products Research Centre, Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Wei","family":"Jiao","sequence":"additional","affiliation":[{"name":"Natural Products Research Centre, Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Huawu","family":"Shao","sequence":"additional","affiliation":[{"name":"Natural Products Research Centre, Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, China"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2022,12,4]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"941","DOI":"10.1039\/c3np70014c","article-title":"Angular Tricyclic Benzofurans and Related Natural Products of Fungal Origin. Isolation, Biological Activity and Synthesis","volume":"30","author":"Simonetti","year":"2013","journal-title":"Nat. Prod. Rep."},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"356","DOI":"10.1016\/j.ejmech.2015.01.021","article-title":"Bioactive Benzofuran Derivatives: An Insight on Lead Developments, Radioligands and Advances of the Last Decade","volume":"97","author":"Radadiya","year":"2015","journal-title":"Eur. J. Med. Chem."},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"179","DOI":"10.1016\/S0968-0896(00)00234-0","article-title":"Iantherans A and B, Unique Dimeric Polybrominated Benzofurans as Na, K-ATPase Inhibitors from a Marine Sponge, Ianthella sp.","volume":"9","author":"Okamoto","year":"2001","journal-title":"Bioorg. Med. Chem."},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"911","DOI":"10.1016\/j.bmcl.2005.10.105","article-title":"Synthesis of 1-(3\u2032,4\u2032,5\u2032-Trimethoxy) Phenyl Naphtho[2,1b]Furan as a Novel Anticancer Agent","volume":"16","author":"Srivastava","year":"2006","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"96809","DOI":"10.1039\/C5RA20658H","article-title":"Benzofuran: An Emerging Scaffold for Antimicrobial Agents","volume":"5","author":"Hiremathad","year":"2015","journal-title":"RSC Adv."},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"500","DOI":"10.1016\/j.bmcl.2011.10.099","article-title":"Synthesis and antifungal activity of 6,7-bis(arylthio)-quinazoline-5,8-diones and furo[2,3-f]quinazolin-5-ols","volume":"22","author":"Ryu","year":"2012","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"1023","DOI":"10.1016\/j.ejmech.2016.08.044","article-title":"Structure-activity relationship study of novel 2-aminobenzofuran derivatives as P-glycoprotein inhibitors","volume":"125","author":"Chen","year":"2017","journal-title":"Eur. J. Med. Chem."},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"1022","DOI":"10.1021\/acsmedchemlett.0c00094","article-title":"Benzofuran-based carboxylic acids as carbonic anhydrase inhibitors and antiproliferative agents against breast cancer","volume":"11","author":"Eldehna","year":"2020","journal-title":"ACS Med. Chem. Lett."},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"112448","DOI":"10.1016\/j.ejmech.2020.112448","article-title":"Design, synthesis, in vitro and in vivo biological evaluation of 2-amino-3-aroylbenzo[b]furan derivatives as highly potent tubulin polymerization inhibitors","volume":"200","author":"Oliva","year":"2020","journal-title":"Eur. J. Med. Chem."},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"1211","DOI":"10.1021\/ol047540b","article-title":"One-Pot Multistep Synthesis of 4-Acetoxy-2-Amino-3-Arylbenzofurans from 1-Aryl-2-Nitroethylenes and Cyclohexane-1,3-Diones","volume":"7","author":"Ishikawa","year":"2005","journal-title":"Org. Lett."},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"3466","DOI":"10.1039\/b904127c","article-title":"A New Route to 3-Acyl-2-Aminobenzofurans: Palladium-Catalysed Cycloisomerisation of 2-(Cyanomethyl)Phenyl Esters","volume":"23","author":"Murai","year":"2009","journal-title":"Chem. Commun."},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"5364","DOI":"10.1021\/acs.orglett.7b02643","article-title":"Access to 1a, 6b-Dihydro-1H-Benzofuro[2, 3-b]Azirines and Benzofuran-2-Amines via Visible Light Triggered Decomposition of \u03b1-Azidochalcones","volume":"19","author":"Borra","year":"2017","journal-title":"Org. Lett."},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"422","DOI":"10.1021\/ol303474a","article-title":"Synthesis of 3-Alkyl-or 3-Allenyl-2-Amidobenzofurans via Electrophilic Cyclization of o-Anisole-Substituted Ynamides with Carbocations","volume":"15","author":"Kong","year":"2013","journal-title":"Org. Lett."},{"key":"ref_14","doi-asserted-by":"crossref","first-page":"9206","DOI":"10.1021\/acs.joc.6b01771","article-title":"Synthesis of Unsymmetrical Diaryl Acetamides, Benzofurans, Benzophenones, and Xanthenes by Transition-Metal-Free Oxidative Cross-Coupling of sp3 and sp2 C-H Bonds","volume":"81","author":"Rathore","year":"2016","journal-title":"J. Org. Chem."},{"key":"ref_15","doi-asserted-by":"crossref","first-page":"19965","DOI":"10.1021\/ja309076g","article-title":"Enantioselective Addition of Boronates to o-Quinone Methides Catalyzed by Chiral Biphenols","volume":"134","author":"Luan","year":"2012","journal-title":"J. Am. Chem. Soc."},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"1461","DOI":"10.1039\/C4CC08559K","article-title":"Chiral Br\u00f8nsted Acid-Catalyzed Friedel\u2013Crafts Alkylation of Electron-Rich Arenes with in situ-Generated ortho-Quinone Methides: Highly Enantioselective Synthesis of Diarylindolylmethanes and Triarylmethanes","volume":"51","author":"Saha","year":"2015","journal-title":"Chem. Commun."},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"6134","DOI":"10.1021\/acs.orglett.5b03148","article-title":"C-H Oxidation\/Michael Addition\/Cyclization Cascade for Enantioselective Synthesis of Functionalized 2-Amino-4H-Chromenes","volume":"17","author":"Wu","year":"2015","journal-title":"Org. Lett."},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"2944","DOI":"10.1021\/acs.orglett.8b00993","article-title":"Enantioselective Decarboxylative Alkylation of \u03b2-Keto Acids to ortho-Quinone Methides as Reactive Intermediates: Asymmetric Synthesis of 2,4-Diaryl-1-Benzopyrans","volume":"20","author":"Jeong","year":"2018","journal-title":"Org. Lett."},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"3655","DOI":"10.1021\/ar500330x","article-title":"The Domestication of ortho-Quinone Methides","volume":"47","author":"Bai","year":"2014","journal-title":"Acc. Chem. Res."},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"414","DOI":"10.1039\/C9QO01343A","article-title":"Cu(ii)-Catalyzed formal [4 + 2] cycloaddition between quinone methides (QMs) and electron-poor 3-vinylindoles","volume":"7","author":"Huang","year":"2020","journal-title":"Org. Chem. Front."},{"key":"ref_21","doi-asserted-by":"crossref","first-page":"10145","DOI":"10.1021\/acs.joc.6b01367","article-title":"Emerging Roles of in situ Generated Quinone Methides in Metal-Free Catalysis","volume":"81","author":"Jaworski","year":"2016","journal-title":"J. Org. Chem."},{"key":"ref_22","doi-asserted-by":"crossref","first-page":"7926","DOI":"10.1039\/C8CS00274F","article-title":"Recent Advances in the Application of Diels\u2013Alder Reactions Involving o-Quinodimethanes, aza-o-Quinone Methides and o-Quinone Methides in Natural Product Total Synthesis","volume":"47","author":"Yang","year":"2018","journal-title":"Chem. Soc. Rev."},{"key":"ref_23","doi-asserted-by":"crossref","first-page":"4951","DOI":"10.1021\/ol802029e","article-title":"Asymmetric Cycloadditions of o-Quinone Methides Employing Chiral Ammonium Fluoride Precatalysts","volume":"10","author":"Scerba","year":"2008","journal-title":"Org. Lett."},{"key":"ref_24","doi-asserted-by":"crossref","first-page":"13258","DOI":"10.1002\/anie.201406587","article-title":"Enantio- and Diastereoselective Access to Distant Stereocenters Embedded within Tetrahydroxanthenes: Utilizing ortho-Quinone Methides as Reactive Intermediates in Asymmetric Br\u00f8nsted Acid Catalysis","volume":"53","author":"Hsiao","year":"2014","journal-title":"Angew. Chem. Int. Ed."},{"key":"ref_25","doi-asserted-by":"crossref","first-page":"3407","DOI":"10.1039\/C4CC09590A","article-title":"N-Heterocyclic Carbene-Catalyzed Enantioselective Annulations: A Dual Activation Strategy for a Formal [4+2] Addition for Dihydrocoumarins","volume":"51","author":"Lee","year":"2015","journal-title":"Chem. Commun."},{"key":"ref_26","doi-asserted-by":"crossref","first-page":"2392","DOI":"10.1002\/anie.201509247","article-title":"Synergistic Rhodium\/Phosphoric Acid Catalysis for the Enantioselective Addition of Oxonium Ylides to ortho-Quinone Methides","volume":"55","author":"Alamsetti","year":"2016","journal-title":"Angew. Chemie Int. Ed."},{"key":"ref_27","doi-asserted-by":"crossref","first-page":"8607","DOI":"10.1002\/anie.201303903","article-title":"N-Heterocyclic Carbene Catalyzed [4+3] Annulation of Enals and o-Quinone Methides: Highly Enantioselective Synthesis of Benzo-\u03b5-Lactones","volume":"52","author":"Lv","year":"2013","journal-title":"Angew. Chemie Int. Ed."},{"key":"ref_28","doi-asserted-by":"crossref","first-page":"1660","DOI":"10.1039\/c3cc37800d","article-title":"A Mild Method for Generation of o-Quinone Methides under Basic Conditions. The Facile Synthesis of Trans-2,3-Dihydrobenzofurans","volume":"49","author":"Chen","year":"2013","journal-title":"Chem. Commun."},{"key":"ref_29","doi-asserted-by":"crossref","first-page":"383","DOI":"10.1002\/adsc.201300830","article-title":"A Streamlined Synthesis of 2,3-Dihydrobenzofurans via the ortho-Quinone Methides Generated from 2-Alkyl-Substituted Phenols","volume":"356","author":"Wu","year":"2014","journal-title":"Adv. Synth. Catal."},{"key":"ref_30","doi-asserted-by":"crossref","first-page":"5137","DOI":"10.1002\/chem.201700171","article-title":"Asymmetric Synthesis of 2,3-Dihydrobenzofurans by a [4 + 1] Annulation Between Ammonium Ylides and In Situ Generated o-Quinone Methides","volume":"23","author":"Meisinger","year":"2017","journal-title":"Chem. Eur. J."},{"key":"ref_31","doi-asserted-by":"crossref","first-page":"4514","DOI":"10.1021\/acs.orglett.6b02122","article-title":"Phosphorus(III)-Mediated Stereoconvergent Formal [4 + 1]-Cycloannulation of 1,2-Dicarbonyls and o-Quinone Methides: A Multicomponent Assembly of 2,3-Dihydrobenzofurans","volume":"18","author":"Rodriguez","year":"2016","journal-title":"Org. Lett."},{"key":"ref_32","doi-asserted-by":"crossref","first-page":"5505","DOI":"10.1021\/jo400621r","article-title":"Reactions of o-Quinone Methides with Pyridinium Methylides: A Diastereoselective Synthesis of 1,2-Dihydronaphtho[2,1-b]Furans and 2,3-Dihydrobenzofurans","volume":"78","author":"Osyanin","year":"2013","journal-title":"J. Org. Chem."},{"key":"ref_33","doi-asserted-by":"crossref","first-page":"2728","DOI":"10.1039\/C8QO00487K","article-title":"Phosphine-mediated enantioselective [4 + 1] annulations between ortho-quinone methides and Morita\u2013Baylis\u2013Hillman carbonates","volume":"5","author":"Cheng","year":"2018","journal-title":"Org. Chem. Front."},{"key":"ref_34","doi-asserted-by":"crossref","first-page":"3341","DOI":"10.1002\/adsc.201700487","article-title":"Catalytic Asymmetric [4 + 1] Cyclization of ortho-Quinone Methides with 3-Chlorooxindoles","volume":"359","author":"Jiang","year":"2017","journal-title":"Adv. Synth. Catal."},{"key":"ref_35","doi-asserted-by":"crossref","first-page":"3763","DOI":"10.1039\/C7CC09628C","article-title":"A Facile Method for the Synthesis of Fused Perhydropyrano[2,3-b]Pyrans Promoted by Yb(OTf)3","volume":"54","author":"Liang","year":"2018","journal-title":"Chem. Commun."},{"key":"ref_36","doi-asserted-by":"crossref","first-page":"3015","DOI":"10.1002\/adsc.201800663","article-title":"Oxadiazepine Synthesis by Formal [4+3] Cycloaddition of o-Chloromethyl Arylsulfonamides with Nitrones Promoted by NaHCO3","volume":"360","author":"Zhang","year":"2018","journal-title":"Adv. Synth. Catal."},{"key":"ref_37","doi-asserted-by":"crossref","first-page":"7085","DOI":"10.1039\/c3cc42292e","article-title":"Straightforward and Highly Diastereoselective Synthesis of 2,2-Di-Substituted Perhydrofuro[2,3-b]Pyran (and Furan) Derivatives Promoted by BiCl3","volume":"49","author":"Ma","year":"2013","journal-title":"Chem. Commun."},{"key":"ref_38","doi-asserted-by":"crossref","first-page":"5170","DOI":"10.1021\/ol402192f","article-title":"InCl3 Catalyzed Highly Diastereoselective [3+2] Cycloaddition of 1,2-Cyclopropanated Sugars with Aldehydes: A Straightforward Synthesis of Persubstituted Bis -Tetrahydrofurans and Perhydrofuro[2,3-b]Pyrans","volume":"15","author":"Ma","year":"2013","journal-title":"Org. Lett."},{"key":"ref_39","doi-asserted-by":"crossref","first-page":"3505","DOI":"10.1039\/C3CC48963A","article-title":"Stereospecific [3+2] Cycloaddition of 1,2-Cyclopropanated Sugars and Ketones Catalyzed by SnCl4: An Efficient Synthesis of Multi-Substituted Perhydrofuro[2,3-b]Furans and Perhydrofuro[2,3-b]Pyrans","volume":"50","author":"Ma","year":"2014","journal-title":"Chem. Commun."},{"key":"ref_40","doi-asserted-by":"crossref","first-page":"5552","DOI":"10.1002\/adsc.201901331","article-title":"An Effective Method for the Synthesis of 1,3-Dihydro-2H-Indazoles via N-N Bond Formation","volume":"361","author":"Zhang","year":"2019","journal-title":"Adv. Synth. Catal."},{"key":"ref_41","doi-asserted-by":"crossref","first-page":"3975","DOI":"10.1021\/ol061451c","article-title":"Synthesis of Novel Heterocyclic Structures via Reaction of Isocyanides with S-trans-Enones","volume":"8","author":"Winkler","year":"2006","journal-title":"Org. Lett."},{"key":"ref_42","doi-asserted-by":"crossref","first-page":"3043","DOI":"10.1002\/anie.200605070","article-title":"Double Insertion of Isocyanides into Dihydropyridines: Direct Access to Substituted Benzimidazolium Salts","volume":"46","author":"Masdeu","year":"2007","journal-title":"Angew. Chem. Int. Ed."},{"key":"ref_43","doi-asserted-by":"crossref","first-page":"9519","DOI":"10.1039\/C5CC02754C","article-title":"Cobalt(II)\/Silver Relay Catalytic Isocyanide Insertion\/Cycloaddition Cascades: A New Access to Pyrrolo[2,3-b]Indoles","volume":"51","author":"Gao","year":"2015","journal-title":"Chem. Commun."},{"key":"ref_44","doi-asserted-by":"crossref","first-page":"5764","DOI":"10.1021\/acs.joc.5b00727","article-title":"Synthesis of 3-Iminoindol-2-Amines and Cyclic Enaminones via Palladium-Catalyzed Isocyanide Insertion-Cyclization","volume":"80","author":"Pan","year":"2015","journal-title":"J. Org. Chem."},{"key":"ref_45","doi-asserted-by":"crossref","first-page":"62966","DOI":"10.1039\/C5RA13535D","article-title":"Pd-Catalyzed Isocyanide Insertion\/Nucleophilic Attack by Indole C-3\/Desulfonylation in the Same Pot: A Direct Access to Indoloquinolines of Pharmacological Interest","volume":"5","author":"Prasad","year":"2015","journal-title":"RSC Adv."},{"key":"ref_46","doi-asserted-by":"crossref","first-page":"998","DOI":"10.1002\/chem.201405933","article-title":"Palladium(0)-Catalyzed Single and Double Isonitrile Insertion: A Facile Synthesis of Benzofurans, Indoles, and Isatins","volume":"21","author":"Senadi","year":"2015","journal-title":"Chem. Eur. J."},{"key":"ref_47","doi-asserted-by":"crossref","first-page":"487","DOI":"10.1246\/cl.1980.487","article-title":"A New Synthetic Method for Preparation of 1,3,4,5-Tetrahydro-2H-1-Benzazepin-2-One Derivatives","volume":"9","author":"ITO","year":"1980","journal-title":"Chem. Lett."},{"key":"ref_48","doi-asserted-by":"crossref","first-page":"2526","DOI":"10.1021\/acs.orglett.7b00804","article-title":"Synthesis of Spiroketals by Synergistic Gold and Scandium Catalysis","volume":"19","author":"Liang","year":"2017","journal-title":"Org. Lett."},{"key":"ref_49","doi-asserted-by":"crossref","first-page":"10692","DOI":"10.1039\/C7CC05563C","article-title":"Synergistic Silver\/Scandium Catalysis for Divergent Synthesis of Skeletally Diverse Chromene Derivatives","volume":"53","author":"Liu","year":"2017","journal-title":"Chem. Commun."},{"key":"ref_50","doi-asserted-by":"crossref","first-page":"3585","DOI":"10.1002\/adsc.201800565","article-title":"Scandium (III)-Catalyzed Cycloaddition of in Situ Generated ortho-Quinone Methides with Vinyl Azides: An Efficient Access to Substituted 4H-Chromenes","volume":"360","author":"Thirupathi","year":"2018","journal-title":"Adv. Synth. Catal."},{"key":"ref_51","doi-asserted-by":"crossref","first-page":"11486","DOI":"10.1039\/C5OB01659B","article-title":"Palladium-Catalyzed Direct Coupling of 2-Vinylanilines and Isocyanides: An Efficient Synthesis of 2-Aminoquinolines","volume":"13","author":"Wang","year":"2015","journal-title":"Org. Biomol. Chem."},{"key":"ref_52","doi-asserted-by":"crossref","first-page":"42717","DOI":"10.1038\/srep42717","article-title":"SwissADME: A Free Web Tool to Evaluate Pharmacokinetics, Drug- Likeness and Medicinal Chemistry Friendliness of Small Molecules","volume":"7","author":"Daina","year":"2017","journal-title":"Sci. Rep."},{"key":"ref_53","doi-asserted-by":"crossref","first-page":"3","DOI":"10.1016\/S0169-409X(00)00129-0","article-title":"Experimental and Computational Approaches to Estimate Solubility and Permeability in Drug Discovery and Development Settings","volume":"46","author":"Lipinski","year":"2001","journal-title":"Adv. Drug Deliv. Rev."},{"key":"ref_54","doi-asserted-by":"crossref","first-page":"2615","DOI":"10.1021\/jm020017n","article-title":"Molecular Properties That Influence the Oral Bioavailability of Drug Candidates","volume":"45","author":"Veber","year":"2002","journal-title":"J. Med. Chem."},{"key":"ref_55","doi-asserted-by":"crossref","first-page":"3099","DOI":"10.1021\/ci300367a","article-title":"AdmetSAR: A Comprehensive Source and Free Tool for Assessment of Chemical ADMET Properties","volume":"52","author":"Cheng","year":"2012","journal-title":"J. Chem. Inf. Model."},{"key":"ref_56","doi-asserted-by":"crossref","first-page":"148","DOI":"10.1039\/C8MD00472B","article-title":"ADMET-Score\u2014A Comprehensive Scoring Function for Evaluation of Chemical Drug-Likeness","volume":"10","author":"Guan","year":"2019","journal-title":"Med. Chem. Commun."},{"key":"ref_57","doi-asserted-by":"crossref","unstructured":"Wang, H., Tang, S., Zhang, G., Pan, Y., Jiao, W., and Shao, H. (2022). Synthesis of N-Substituted Iminosugar C-Glycosides and Evaluation as Promising a-Glucosidase Inhibitors. Molecules, 27.","DOI":"10.3390\/molecules27175517"},{"key":"ref_58","doi-asserted-by":"crossref","first-page":"3073","DOI":"10.1093\/bioinformatics\/btt540","article-title":"Shaping the Interaction Landscape of Bioactive Molecules","volume":"29","author":"Gfeller","year":"2013","journal-title":"Bioinformatics"},{"key":"ref_59","doi-asserted-by":"crossref","first-page":"357","DOI":"10.1093\/nar\/gkz382","article-title":"SwissTargetPrediction: Updated data and new features for efficient prediction of protein targets of small molecules","volume":"47","author":"Antoine","year":"2019","journal-title":"Nucl. Acids Res."},{"key":"ref_60","doi-asserted-by":"crossref","first-page":"5381","DOI":"10.1039\/b812046c","article-title":"Facile Construction of Functionalized 4H-Chromene via Tandem Benzylation and Cyclization","volume":"42","author":"Fan","year":"2008","journal-title":"Chem. Commun."}],"container-title":["Molecules"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1420-3049\/27\/23\/8538\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,11]],"date-time":"2025-10-11T01:33:44Z","timestamp":1760146424000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1420-3049\/27\/23\/8538"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2022,12,4]]},"references-count":60,"journal-issue":{"issue":"23","published-online":{"date-parts":[[2022,12]]}},"alternative-id":["molecules27238538"],"URL":"https:\/\/doi.org\/10.3390\/molecules27238538","relation":{},"ISSN":["1420-3049"],"issn-type":[{"value":"1420-3049","type":"electronic"}],"subject":[],"published":{"date-parts":[[2022,12,4]]}}}