Gai-Rong Wang , Peng Guo , Guoliang Pu , Pan Wang , An-Jun Wang , Peijun Liu , Jia Jia , Xuefei Li , Chun-Yang He
{"title":"在可见光照射下催化还原三氟甲基化烷基溴和合成烷基杂环:卤素键和镍催化作用的协同作用","authors":"Gai-Rong Wang , Peng Guo , Guoliang Pu , Pan Wang , An-Jun Wang , Peijun Liu , Jia Jia , Xuefei Li , Chun-Yang He","doi":"10.1039/d4qo00966e","DOIUrl":null,"url":null,"abstract":"<div><div>The synergistic interplay between a halogen bond and Ni catalysis under visible light irradiation has been explored. This reaction system enables the concurrent reduction of α-trifluoromethyl alkyl bromides and the cross-coupling of activated tetrahydrofuran (THF) with heterocycles in one pot. This strategic integration of nickel catalysts and visible light activation, complemented by the auxiliary effect of the halogen bond, renders the transformation remarkably atom-economic and demonstrates exceptional functional group tolerance. The practical utility of this protocol has been further underscored through the direct modification of biologically active molecules.</div></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"11 17","pages":"Pages 4722-4729"},"PeriodicalIF":0.0000,"publicationDate":"2024-07-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Catalytic reduction of trifluoromethylated alkyl bromides and synthesis of alkylated heterocycles under visible light irradiation: synergetic action of a halogen bond and Ni catalysis†\",\"authors\":\"Gai-Rong Wang , Peng Guo , Guoliang Pu , Pan Wang , An-Jun Wang , Peijun Liu , Jia Jia , Xuefei Li , Chun-Yang He\",\"doi\":\"10.1039/d4qo00966e\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>The synergistic interplay between a halogen bond and Ni catalysis under visible light irradiation has been explored. This reaction system enables the concurrent reduction of α-trifluoromethyl alkyl bromides and the cross-coupling of activated tetrahydrofuran (THF) with heterocycles in one pot. This strategic integration of nickel catalysts and visible light activation, complemented by the auxiliary effect of the halogen bond, renders the transformation remarkably atom-economic and demonstrates exceptional functional group tolerance. The practical utility of this protocol has been further underscored through the direct modification of biologically active molecules.</div></div>\",\"PeriodicalId\":94379,\"journal\":{\"name\":\"Organic chemistry frontiers : an international journal of organic chemistry\",\"volume\":\"11 17\",\"pages\":\"Pages 4722-4729\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2024-07-16\",\"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/S2052412924004741\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"2024/6/29 0:00:00\",\"PubModel\":\"Epub\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","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/S2052412924004741","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2024/6/29 0:00:00","PubModel":"Epub","JCR":"","JCRName":"","Score":null,"Total":0}
Catalytic reduction of trifluoromethylated alkyl bromides and synthesis of alkylated heterocycles under visible light irradiation: synergetic action of a halogen bond and Ni catalysis†
The synergistic interplay between a halogen bond and Ni catalysis under visible light irradiation has been explored. This reaction system enables the concurrent reduction of α-trifluoromethyl alkyl bromides and the cross-coupling of activated tetrahydrofuran (THF) with heterocycles in one pot. This strategic integration of nickel catalysts and visible light activation, complemented by the auxiliary effect of the halogen bond, renders the transformation remarkably atom-economic and demonstrates exceptional functional group tolerance. The practical utility of this protocol has been further underscored through the direct modification of biologically active molecules.