期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 60, 期 13, 页码 7405-7411出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202014632
关键词
aliphatic C− H bonds; alkene difunctionalization; dual catalysis; nickel-catalysis; three-component reactions
资金
- 1000-Youth Talents Plan
- Wuhan University
- NSFC [21702149]
Catalytic alkene difunctionalization using decatungstate photo-HAT and nickel catalysis allows for the direct activation of aliphatic C-H bonds, enabling the installation of highly functionalized C(sp(3))-hybrid centers. This strategy demonstrates practicality in selective late-stage functionalization of natural products and concise synthesis of pharmaceutically relevant molecules.
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 the installation of 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.
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