Palladium-Catalyzed Asymmetric Dearomative Carbonylation of Indoles

Herein, we disclose a strategy for the asymmetric dearomatization of N-arylacyl indoles via a palladium-catalyzed tandem Heck/carbonylation, leading to an array of indoline-3-carboxylates bearing vicinal C2-aza-quaternary and C3 tertiary stereocenters in high yields and excellent enantio- and diaste...

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Bibliographic Details
Published in:Organic letters 2022-04, Vol.24 (16), p.3033-3037
Main Authors: Li, Qiuyu, Zhang, Yunchu, Zeng, Yuye, Fan, Yujing, Lin, Aijun, Yao, Hequan
Format: Article
Language:English
Subjects:
Carboxylic Acids
Catalysis
Indoles
Palladium
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Summary:Herein, we disclose a strategy for the asymmetric dearomatization of N-arylacyl indoles via a palladium-catalyzed tandem Heck/carbonylation, leading to an array of indoline-3-carboxylates bearing vicinal C2-aza-quaternary and C3 tertiary stereocenters in high yields and excellent enantio- and diastereoselectivities. This study is an important advance in the field of asymmetric carbonylation and enantioselective dearomatization reactions.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.2c00962