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

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

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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.

Benzylic deprotonationCyclic N-sulfonyl ketiminesπ-CoordinationMannich-type additionRhodium catalysis

Yuntong Li、Hang Shi

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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

Institute of Natural Sciences,Westlake Institute for Advanced Study,Hangzhou 310024,China

国家自然科学基金国家自然科学基金the"Pioneer"and"Leading Goose"Research and Development Program of ZhejiangLeading Innovative and Entrepreneur Team Introduction Program of Zhejiang

22271235220711982022SDXHDX00062020R01004

2024

10.1016/j.cclet.2023.108650

中国化学快报(英文版)
中国化学会

中国化学快报(英文版)

CSTPCD
影响因子：0.771
ISSN：1001-8417
年,卷(期)：2024.35(3)
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