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铜催化的三组分反应合成多取代咪唑并[1,2 -]吡啶。

Copper-catalyzed three-component reaction to synthesize polysubstituted imidazo[1,2-]pyridines.

作者信息

Zhou Zitong, Luo Danyang, Li Guanrong, Yang Zhongtao, Cui Liao, Yang Weiguang

机构信息

Public Service Platform of South China Sea for R&D Marine Biomedicine Resources, The Marine Biomedical Research Institute, Guangdong Medical University Zhanjiang 524023 China

The Marine Biomedical Research Institute of Guangdong Zhanjiang Zhanjiang Guangdong 524023 China.

出版信息

RSC Adv. 2022 Jul 14;12(31):20199-20205. doi: 10.1039/d2ra02722d. eCollection 2022 Jul 6.

Abstract

An efficient three-component one-pot and operationally simple cascade of 2-aminopyridines with sulfonyl azides and terminal ynones is reported, providing a variety of polysubstituted imidazo[1,2-]pyridine derivatives in moderate to excellent yields. In particular, the reaction goes a through CuAAC/ring-cleavage process and forms a highly active intermediate α-acyl--sulfonyl ketenimine with base free.

摘要

报道了一种高效的三组分一锅法且操作简单的2-氨基吡啶与磺酰叠氮化物和末端炔酮的串联反应,以中等至优异的产率提供了多种多取代咪唑并[1,2 -]吡啶衍生物。特别地,该反应通过铜催化的叠氮化物-炔烃环加成反应(CuAAC)/环裂解过程进行,并且在无碱条件下形成高活性中间体α-酰基-磺酰基乙烯酮亚胺。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2f55/9280286/34b232984b06/d2ra02722d-f1.jpg

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