{"title":"Cobalt-catalyzed regioselective diazidation of 1‑aryl-1,3-dienes enabled by a single electron transfer/radical addition/group transfer relay process","authors":"Chifan Zhu, Junju 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":"A novel cobalt-catalyzed 1,2-diazidation of 1‑aryl-1,3-dienes by using TMSN3 as 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.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"33 1","pages":""},"PeriodicalIF":4.6000,"publicationDate":"2024-12-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Chemistry Frontiers","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1039/d4qo02180k","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
A novel cobalt-catalyzed 1,2-diazidation of 1‑aryl-1,3-dienes by using TMSN3 as 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.
期刊介绍:
Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.