Yulong Du , Yuhui Wu , Jiarui Tang , Jianhui Chen , Yanshu Luo , Yuanzhi Xia
{"title":"Photoinduced reductive cyclization of 2-nitroaryl-tethered carbonyl compounds: an approach for accessing nitrogen-fused heterocycles†","authors":"Yulong Du , Yuhui Wu , Jiarui Tang , Jianhui Chen , Yanshu Luo , Yuanzhi Xia","doi":"10.1039/d5qo00363f","DOIUrl":null,"url":null,"abstract":"<div><div>In the presence of AcSH and DIPEA, a photo-induced reductive cyclization reaction of 2-nitroaryl-tethered carbonyl compounds was achieved, affording a mild method for the preparation of N-fused heterocycles including quinoline, quinoxaline, oxazine, quinazolinone, and indolone. Preliminary mechanistic studies suggested that this catalyst-free transformation was triggered by a visible-light-induced EDA complex-based SET reduction process.</div></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"12 10","pages":"Pages 3293-3298"},"PeriodicalIF":0.0000,"publicationDate":"2025-03-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic chemistry frontiers : an international journal of organic chemistry","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S2052412925001561","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0
Abstract
In the presence of AcSH and DIPEA, a photo-induced reductive cyclization reaction of 2-nitroaryl-tethered carbonyl compounds was achieved, affording a mild method for the preparation of N-fused heterocycles including quinoline, quinoxaline, oxazine, quinazolinone, and indolone. Preliminary mechanistic studies suggested that this catalyst-free transformation was triggered by a visible-light-induced EDA complex-based SET reduction process.