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Preparation of Indolin-3-one-Containing 1,4-Naphthoquinone Derivatives via Organocatalytic Asymmetric Michael Addition Reaction

Journal of Organic Chemistry, ISSN: 1520-6904, Vol: 89, Issue: 14, Page: 10099-10111
2024
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Article Description

This article explores the asymmetric Michael addition reaction of 2-hydroxy-1,4-naphthoquinone and indole-3-ones catalyzed by cinchona alkaloids. This strategy utilizes 2-hydroxy-1,4-naphthoquinone and easily prepared indole-3-one as substrates, resulting in the synthesis of 23 unprecedented indolin-3-ones bearing a 1,4-naphthoquinone unit at the C2 position of indole under simple and mild reaction conditions, with up to 88% yield, 98% ee, and >20:1 dr.

Bibliographic Details

Zhang, Qing-Qing; Jin, Fei; Yu, Jun-Hui; Zhang, Chuang; Zhang, Mao; Deng, Ming-Zhenlong; Lin, Shu-Xian; Chen, Lei; Zhao, Yong-Long; He, Bin; Li, Yan

American Chemical Society (ACS)

Chemistry

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