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

Yuntong Li ¹Hang Shi²

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作者信息

1. Department of Chemistry,Zhejiang University,Hangzhou 310027,China;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
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;Institute of Natural Sciences,Westlake Institute for Advanced Study,Hangzhou 310024,China
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Abstract

Mannich-type reactions are a widely used method for the synthesis of amines due to the readily avail-ability 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 con-struction of N-sulfonyl amines via rhodium-catalyzed addition of unbiased benzylic C-H bonds to cyclic N-sulfonyl ketamines through π-coordination.This strategy enables the synthesis of a diverse range of N-sulfonyl amines,and subsequent diversification of the addition products showcases the synthetic po-tential of this protocol.

Key words

Benzylic deprotonation/Cyclic N-sulfonyl ketimines/π-Coordination/Mannich-type addition/Rhodium catalysis

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基金项目

国家自然科学基金(22271235)

国家自然科学基金(22071198)

the"Pioneer"and"Leading Goose"Research and Development Program of Zhejiang(2022SDXHDX0006)

Leading Innovative and Entrepreneur Team Introduction Program of Zhejiang(2020R01004)

出版年

2024

中国化学快报(英文版)

中国化学会

中国化学快报(英文版)

CSTPCDCSCD

影响因子：0.771

ISSN：1001-8417

参考文献量76

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