Direct N-H/α,α,β,β-C(sp 3 )-H functionalization of piperidine via an azomethine ylide route: synthesis of spirooxindoles bearing 3-substituted oxindoles

A protocol for the direct functionalization of N-H/α,α,β,β-C(sp )-H of piperidine without any metal or external oxidants is reported. This reaction is promoted by 4-(trifluoromethyl)benzoic acid via an azomethine ylide intermediate. This is a simple method for the synthesis of spirooxindoles bearing...

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Published in:Chemical communications (Cambridge, England) England), 2017, Vol.53 (10), p.1684-1687
Main Authors: Du, Yanlong, Yu, Aimin, Jia, Jiru, Zhang, Youquan, Meng, Xiangtai
Format: Article
Language:English
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Bearing
Oxidants
Oxidizing agents
Piperidine
Synthesis
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description A protocol for the direct functionalization of N-H/α,α,β,β-C(sp )-H of piperidine without any metal or external oxidants is reported. This reaction is promoted by 4-(trifluoromethyl)benzoic acid via an azomethine ylide intermediate. This is a simple method for the synthesis of spirooxindoles bearing 3-substituted oxindole moieties.
doi_str_mv 10.1039/c6cc08996h
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subjects Bearing
Oxidants
Oxidizing agents
Piperidine
Synthesis
title Direct N-H/α,α,β,β-C(sp 3 )-H functionalization of piperidine via an azomethine ylide route: synthesis of spirooxindoles bearing 3-substituted oxindoles
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