Jiayang Wang , Baoer Shao , Haixia Ge , Huiyu Xue , Xiangyuan Ding , Yuqi Li , Peiyao Sheng
{"title":"Catalyst-free C–H methylation of heteroarenes enabled by electron donor–acceptor complex photoactivation†","authors":"Jiayang Wang , Baoer Shao , Haixia Ge , Huiyu Xue , Xiangyuan Ding , Yuqi Li , Peiyao Sheng","doi":"10.1039/d4qo01309c","DOIUrl":null,"url":null,"abstract":"<div><div>An efficient, additive- and catalyst-free, visible-light-driven radical C–H methylation of heteroarenes (including quinoxalinones, pyrazinones, quinolinones and coumarins) utilizing readily available methylamines as the methyl source has been developed. The transformation possesses the advantages of operational simplicity, mild reaction conditions and broad substrate scope. Mechanistic studies disclosed that a photoactive electron donor–acceptor (EDA) complex between methylamines and heteroarenes is crucial to this transformation.</div></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"12 1","pages":"Pages 192-199"},"PeriodicalIF":0.0000,"publicationDate":"2024-10-28","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/S2052412924007642","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2024/9/18 0:00:00","PubModel":"Epub","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0
Abstract
An efficient, additive- and catalyst-free, visible-light-driven radical C–H methylation of heteroarenes (including quinoxalinones, pyrazinones, quinolinones and coumarins) utilizing readily available methylamines as the methyl source has been developed. The transformation possesses the advantages of operational simplicity, mild reaction conditions and broad substrate scope. Mechanistic studies disclosed that a photoactive electron donor–acceptor (EDA) complex between methylamines and heteroarenes is crucial to this transformation.