Synthesis of 2,5-Disubstituted Pyrrolidines from N-Alkenyl and Alkynyl N-Benzoyloxysulfonamides Catalyzed by (CuOTf)2C6H6

Bulletin of the Korean chemical society

Koichi Narasaka¹  Wei Min Liu¹  Yongxin Li¹  Zhen Hong Liu¹  Lu Yi Teo Priscilla¹  Wei Wen Cheong¹ 

关键词: Pyrrolidines;    Intramolecular radical cyclization;    Copper catalyst;    N-Benzoyloxysulfonamides;   

DOI  :  

学科分类：化学（综合）

来源: Korean Chemical Society

【 摘 要 】

A new synthetic method of 2,5-disubstituted pyrrolidines is developed by the cyclization of unsaturated N-benzoyloxysulfonamides by (CuOTf)2·C6H6 in refluxing dichloroethane. Various N-4- and N-5-alkenyl and alkynyl N-benzoyloxysulfonamides are cyclized to give pyrrolidines. The cyclization proceeds via addition of sulfonamidoyl radicals to intramolecular unsaturated bonds or allylic hydrogen abstraction with the radical intermediates.

【 授权许可】

Unknown