{"title":"2-异氰酸酯的无金属光诱导-自由基加氢环化:轻松组装多种 N-杂环†的统一合成方法","authors":"Ziyi Wang, Haonan Wei, Jinrong Du and Zhijun Zuo","doi":"10.1039/D4GC03774J","DOIUrl":null,"url":null,"abstract":"<p >α-Unsubstituted aromatic N-heterocycles are a family of broadly used building blocks that play an integral role in drugs, agrochemicals, and materials. However, accessing diverse α-unsubstituted N-heteroarenes in a single strategy is challenging but highly desirable. Thus, a novel and unified photoinduced-radical hydrocyclization of 2-isocyanides is described for rapid assembling of various N-heteroarenes. The reaction features mild and sustainable reaction conditions with broad substrate scope and excellent functional group compatibilities. The potential synthetic utilization is highlighted by the facile synthesis of some biologically active natural alkaloids. Moreover, the mechanism studies indicated that the single-electron reduction/protonation is the key process of the transformation.</p>","PeriodicalId":9,"journal":{"name":"ACS Catalysis ","volume":null,"pages":null},"PeriodicalIF":11.3000,"publicationDate":"2024-10-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Metal-free photoinduced-radical hydrocyclization of 2-isocyanides: a unified synthetic approach to facilely assemble diverse N-heteroarenes†\",\"authors\":\"Ziyi Wang, Haonan Wei, Jinrong Du and Zhijun Zuo\",\"doi\":\"10.1039/D4GC03774J\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >α-Unsubstituted aromatic N-heterocycles are a family of broadly used building blocks that play an integral role in drugs, agrochemicals, and materials. However, accessing diverse α-unsubstituted N-heteroarenes in a single strategy is challenging but highly desirable. Thus, a novel and unified photoinduced-radical hydrocyclization of 2-isocyanides is described for rapid assembling of various N-heteroarenes. The reaction features mild and sustainable reaction conditions with broad substrate scope and excellent functional group compatibilities. The potential synthetic utilization is highlighted by the facile synthesis of some biologically active natural alkaloids. Moreover, the mechanism studies indicated that the single-electron reduction/protonation is the key process of the transformation.</p>\",\"PeriodicalId\":9,\"journal\":{\"name\":\"ACS Catalysis \",\"volume\":null,\"pages\":null},\"PeriodicalIF\":11.3000,\"publicationDate\":\"2024-10-02\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"ACS Catalysis \",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://pubs.rsc.org/en/content/articlelanding/2024/gc/d4gc03774j\",\"RegionNum\":1,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, PHYSICAL\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"ACS Catalysis ","FirstCategoryId":"92","ListUrlMain":"https://pubs.rsc.org/en/content/articlelanding/2024/gc/d4gc03774j","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, PHYSICAL","Score":null,"Total":0}
Metal-free photoinduced-radical hydrocyclization of 2-isocyanides: a unified synthetic approach to facilely assemble diverse N-heteroarenes†
α-Unsubstituted aromatic N-heterocycles are a family of broadly used building blocks that play an integral role in drugs, agrochemicals, and materials. However, accessing diverse α-unsubstituted N-heteroarenes in a single strategy is challenging but highly desirable. Thus, a novel and unified photoinduced-radical hydrocyclization of 2-isocyanides is described for rapid assembling of various N-heteroarenes. The reaction features mild and sustainable reaction conditions with broad substrate scope and excellent functional group compatibilities. The potential synthetic utilization is highlighted by the facile synthesis of some biologically active natural alkaloids. Moreover, the mechanism studies indicated that the single-electron reduction/protonation is the key process of the transformation.
期刊介绍:
ACS Catalysis is an esteemed journal that publishes original research in the fields of heterogeneous catalysis, molecular catalysis, and biocatalysis. It offers broad coverage across diverse areas such as life sciences, organometallics and synthesis, photochemistry and electrochemistry, drug discovery and synthesis, materials science, environmental protection, polymer discovery and synthesis, and energy and fuels.
The scope of the journal is to showcase innovative work in various aspects of catalysis. This includes new reactions and novel synthetic approaches utilizing known catalysts, the discovery or modification of new catalysts, elucidation of catalytic mechanisms through cutting-edge investigations, practical enhancements of existing processes, as well as conceptual advances in the field. Contributions to ACS Catalysis can encompass both experimental and theoretical research focused on catalytic molecules, macromolecules, and materials that exhibit catalytic turnover.