Rhodium-catalyzed addition reactions of benzylic C–H bonds to cyclic N-sulfonyl ketimines viaπ-coordination  

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作  者:Yuntong Li Hang Shi 

机构地区:[1]Department of Chemistry,Zhejiang University,Hangzhou 310027,China [2]Key Laboratory of Precise Synthesis of Functional Molecules of Zhejiang Province,Department of Chemistry,School of Science and Research Center for Industries of the Future,Westlake University,Hangzhou 310030,China [3]Institute of Natural Sciences,Westlake Institute for Advanced Study,Hangzhou 310024,China

出  处:《Chinese Chemical Letters》2024年第3期287-291,共5页中国化学快报(英文版)

基  金:the National Natural Science Foundation of China(Nos.22271235,22071198);the“Pioneer”and“Leading Goose”R&D Program of Zhejiang(No.2022SDXHDX0006);the Leading Innovative and Entrepreneur Team Introduction Program of Zhejiang(No.2020R01004)for research support。

摘  要:Mannich-type reactions are a widely used method for the synthesis of amines due to the readily availability of nucleophiles and electrophiles.However,the inclusion of alkylarenes instead of active carbon pronucleophiles such as aldehydes and ketones in these addition reactions has been a challenge due to the inherent difficulty of benzylic deprotonation.In this study,we present a novel approach for the construction of N-sulfonyl amines via rhodium-catalyzed addition of unbiased benzylic C–H bonds to cyclic N-sulfonyl ketamines throughπ-coordination.This strategy enables the synthesis of a diverse range of N-sulfonyl amines,and subsequent diversification of the addition products showcases the synthetic potential of this protocol.

关 键 词:Benzylic deprotonation Cyclic N–sulfonyl ketimines π-Coordination Mannich-type addition Rhodium catalysis 

分 类 号:O621.251[理学—有机化学]

 

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