Synthesis of meta-Sulfonylpyridines via Copper(II)-Catalyzed Cascade Sulfonylation/Cyclization/Aromatization of Tertiary Enamides with Sulfonylhydrazides
Xin-Ming Xu, Jiping Wang, Xiaoxu Chen, Jinchun Chen, Zhongyuan Zhao, Yuhang Yao, Lu Shao, Qian Liu
{"title":"Synthesis of meta-Sulfonylpyridines via Copper(II)-Catalyzed Cascade Sulfonylation/Cyclization/Aromatization of Tertiary Enamides with Sulfonylhydrazides","authors":"Xin-Ming Xu, Jiping Wang, Xiaoxu Chen, Jinchun Chen, Zhongyuan Zhao, Yuhang Yao, Lu Shao, Qian Liu","doi":"10.1021/acs.joc.5c00140","DOIUrl":null,"url":null,"abstract":"A copper(II)-catalyzed radical cascade reaction of <i>N</i>-propargyl enamides with sulfonyl hydrazides was developed, which provided an unprecedented method for the direct synthesis of <i>meta</i>-sulfonylpyridines in high efficiency with good functional group compatibility and simple operation. Mechanistic studies indicated that this tandem process might be composed of the radical addition, intramolecular cyclization and oxidative aromatization.","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":"36 1","pages":""},"PeriodicalIF":3.3000,"publicationDate":"2025-03-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Organic Chemistry","FirstCategoryId":"1","ListUrlMain":"https://doi.org/10.1021/acs.joc.5c00140","RegionNum":2,"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 copper(II)-catalyzed radical cascade reaction of N-propargyl enamides with sulfonyl hydrazides was developed, which provided an unprecedented method for the direct synthesis of meta-sulfonylpyridines in high efficiency with good functional group compatibility and simple operation. Mechanistic studies indicated that this tandem process might be composed of the radical addition, intramolecular cyclization and oxidative aromatization.
期刊介绍：
Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.
京公网安备 11010802042870号
京ICP备2023020795号-1
分享
求助内容：
应助结果提醒方式：
扫码关注我们
