Chi-Fan Zhu , Jun-Ju Mai , Xiao-Jing Li , Mingyuan Shi , Xiasen Dong , Huinan Fu , Mei-Hua Shen , Hua-Dong Xu
{"title":"通过单电子转移/自由基加成/基团转移接力过程实现钴催化1 -芳基-1,3-二烯的区域选择性重氮化","authors":"Chi-Fan Zhu , Jun-Ju Mai , Xiao-Jing Li , Mingyuan Shi , Xiasen Dong , Huinan Fu , Mei-Hua Shen , Hua-Dong Xu","doi":"10.1039/d4qo02180k","DOIUrl":null,"url":null,"abstract":"<div><div>A novel cobalt-catalyzed 1,2-diazidation of 1-aryl-1,3-dienes by using TMSN<sub>3</sub> as an azide source has been reported. A series of vicinal diazides containing unsaturated bonds that are amenable to further functionalization were synthesised with excellent regioselectivity and stereoselectivity under mild conditions. Preliminary mechanistic studies suggest that the reaction proceeds <em>via</em> a single electron transfer/radical addition/group transfer relay process.</div></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"12 5","pages":"Pages 1461-1466"},"PeriodicalIF":0.0000,"publicationDate":"2025-01-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Cobalt-catalyzed regioselective diazidation of 1-aryl-1,3-dienes enabled by a single electron transfer/radical addition/group transfer relay process†\",\"authors\":\"Chi-Fan Zhu , Jun-Ju Mai , Xiao-Jing Li , Mingyuan Shi , Xiasen Dong , Huinan Fu , Mei-Hua Shen , Hua-Dong Xu\",\"doi\":\"10.1039/d4qo02180k\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>A novel cobalt-catalyzed 1,2-diazidation of 1-aryl-1,3-dienes by using TMSN<sub>3</sub> as an azide source has been reported. A series of vicinal diazides containing unsaturated bonds that are amenable to further functionalization were synthesised with excellent regioselectivity and stereoselectivity under mild conditions. Preliminary mechanistic studies suggest that the reaction proceeds <em>via</em> a single electron transfer/radical addition/group transfer relay process.</div></div>\",\"PeriodicalId\":94379,\"journal\":{\"name\":\"Organic chemistry frontiers : an international journal of organic chemistry\",\"volume\":\"12 5\",\"pages\":\"Pages 1461-1466\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2025-01-08\",\"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/S2052412924008908\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"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/S2052412924008908","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
Cobalt-catalyzed regioselective diazidation of 1-aryl-1,3-dienes enabled by a single electron transfer/radical addition/group transfer relay process†
A novel cobalt-catalyzed 1,2-diazidation of 1-aryl-1,3-dienes by using TMSN3 as an azide source has been reported. A series of vicinal diazides containing unsaturated bonds that are amenable to further functionalization were synthesised with excellent regioselectivity and stereoselectivity under mild conditions. Preliminary mechanistic studies suggest that the reaction proceeds via a single electron transfer/radical addition/group transfer relay process.