Three-Component Alkene Difunctionalization via Direct and Selective Activation of Aliphatic C-H Bonds

作者:Xu, Sheng; Chen, Herong; Zhou, Zhijun; Kong, Wangqing

Angewandte Chemie (International ed. in English)

DOI:10.1002/anie.202014632

出版年: 2020-Dec-09 (Epub 2020 Dec 09)

文献类型:Journal Article

摘要

Catalytic alkene difunctionalization is a powerful strategy for the rapid assembly of complex molecules and has wide range of applications in synthetic chemistry. Despite significant progress, a compelling challenge that still needs to be solved is to install highly functionalized C(sp 3 )-hybridized centers without requiring pre-activated substrates. We herein report that inexpensive and easy-to-synthesize decatungstate photo-HAT, in combination with nickel catalysis, provides a versatile platform for three-component alkene difunctionalization through direct and selective activation of aliphatic C-H bonds. Compared with previous studies, the significant advantages of this strategy are that the most abundant hydrocarbons are used as feedstocks, and various highly functionalized tertiary, secondary and primary C(sp 3 )-hybrid centers can be easily installed. The practicability of this strategy is demonstrated in the selective late-stage functionalization of natural products and the concise synthesis of pharmaceutically relevant molecules including Piragliatin.

© 2020 Wiley-VCH GmbH.

关键词

关键词列表:aliphatic C-H bonds; alkene difunctionalization; dual catalysis; nickel-catalysis; three-component reactions

作者信息

地址:wuhan university, The Institute for Adcanced studidies, wuhan, CHINA.

Wuhan University, The Institute for Advanced studies, CHINA.

Wuhan University, The Institute for Advanced Studies, CHINA.

Institute for Advanced Studies, Wuhan University, No.299 Bayi Road Wuchang District, 430072, Wuhan, CHINA.