Rhodium(III)-catalyzed selective C−H olefination and desilylative vinylation of acyclic enamides with vinylsilanes

IF 6.5 1区化学 Q2 CHEMISTRY, PHYSICAL Journal of Catalysis Pub Date : 2025-06-01 Epub Date: 2025-03-04 DOI:10.1016/j.jcat.2025.116051

Xiaolan Li , Jie Liu , Ruixin Song , Xuzhong Luo , Haiqing Luo

引用次数: 0

Abstract

Rhodium(III)-catalyzed β-C(sp²)−H olefination and desilylative vinylation of acyclic enamides have been successfully achieved using vinylsilanes as coupling reagents. The reaction demonstrates effectiveness with a wide range of substrates, exhibiting high tolerance towards various functional groups. This protocol offers a practical approach for the synthesis of two kinds of dienamides, which were obtained in moderate to good yields with high stereoselectivity in both instances. Mechanistically, the β-C(sp²)−H activation was involved in this approach.

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在铑(III)催化下，乙烯基硅烷对无环烯酰胺进行选择性 C-H 烯化和去硅烷基乙烯基化反应

以乙烯基硅烷为偶联剂，铑（III）催化β-C(sp2)−H烯烃化和脱苯乙烯化成功地实现了无环烯酰胺的酯化反应。该反应对广泛的底物有效，对各种官能团具有很高的耐受性。该方法为合成两种双胺类化合物提供了一种实用的方法，在两种情况下均获得了中高收率和高立体选择性的双胺类化合物。机制上，β-C(sp2)−H活化参与了该方法。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Journal of Catalysis 工程技术-工程：化工

CiteScore

12.30

自引率

5.50%

发文量

447

审稿时长

31 days

期刊介绍： The Journal of Catalysis publishes scholarly articles on both heterogeneous and homogeneous catalysis, covering a wide range of chemical transformations. These include various types of catalysis, such as those mediated by photons, plasmons, and electrons. The focus of the studies is to understand the relationship between catalytic function and the underlying chemical properties of surfaces and metal complexes. The articles in the journal offer innovative concepts and explore the synthesis and kinetics of inorganic solids and homogeneous complexes. Furthermore, they discuss spectroscopic techniques for characterizing catalysts, investigate the interaction of probes and reacting species with catalysts, and employ theoretical methods. The research presented in the journal should have direct relevance to the field of catalytic processes, addressing either fundamental aspects or applications of catalysis.