{"title":"通过电子供体-受体复合物光激发催化生成吡啶基自由基:2-Pyridylindole-Based Heterobiaryls 的合成","authors":"Yingfei Tan, Meiting Pei, Kang Yang, Tingting Zhou, Anhua Hu, Jing-Jing Guo","doi":"10.1021/acs.orglett.4c02985","DOIUrl":null,"url":null,"abstract":"We report the catalytic generation of pyridyl radicals through photoexcitation of the electron donor–acceptor (EDA) complex, which enables the C2-selective heteroarylation of indole under ambient conditions. In this manifold, catalytic triarylamine and chloropyridine aggregate into an EDA complex in the presence of an inorganic base, making readily available chloropyridines good precursors for the generation of diverse pyridyl radicals. Given the broad reaction scope, this catalytic EDA complex protocol provides robust access to heterobiaryl scaffolds that are widely present in biologically important molecules.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":null,"pages":null},"PeriodicalIF":4.9000,"publicationDate":"2024-09-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Catalytic Generation of Pyridyl Radicals via Electron Donor–Acceptor Complex Photoexcitation: Synthesis of 2-Pyridylindole-Based Heterobiaryls\",\"authors\":\"Yingfei Tan, Meiting Pei, Kang Yang, Tingting Zhou, Anhua Hu, Jing-Jing Guo\",\"doi\":\"10.1021/acs.orglett.4c02985\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"We report the catalytic generation of pyridyl radicals through photoexcitation of the electron donor–acceptor (EDA) complex, which enables the C2-selective heteroarylation of indole under ambient conditions. In this manifold, catalytic triarylamine and chloropyridine aggregate into an EDA complex in the presence of an inorganic base, making readily available chloropyridines good precursors for the generation of diverse pyridyl radicals. Given the broad reaction scope, this catalytic EDA complex protocol provides robust access to heterobiaryl scaffolds that are widely present in biologically important molecules.\",\"PeriodicalId\":54,\"journal\":{\"name\":\"Organic Letters\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":4.9000,\"publicationDate\":\"2024-09-17\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic Letters\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1021/acs.orglett.4c02985\",\"RegionNum\":1,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Letters","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1021/acs.orglett.4c02985","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Catalytic Generation of Pyridyl Radicals via Electron Donor–Acceptor Complex Photoexcitation: Synthesis of 2-Pyridylindole-Based Heterobiaryls
We report the catalytic generation of pyridyl radicals through photoexcitation of the electron donor–acceptor (EDA) complex, which enables the C2-selective heteroarylation of indole under ambient conditions. In this manifold, catalytic triarylamine and chloropyridine aggregate into an EDA complex in the presence of an inorganic base, making readily available chloropyridines good precursors for the generation of diverse pyridyl radicals. Given the broad reaction scope, this catalytic EDA complex protocol provides robust access to heterobiaryl scaffolds that are widely present in biologically important molecules.
期刊介绍:
Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.