Decarboxylative Propargylation/Hydroamination/Aromatization Enabled by Copper/ Amine Cooperative Catalysis: Construction of Cyclopenta[b]indole Derivatives

Author(s): Jiale Xiong, Xiaoyun Zhao, Xing Feng, Jiang Xianxing*

Journal Name: Current Organic Chemistry

Volume 24 , Issue 12 , 2020

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Abstract:

An efficient decarboxylative cycloaddition of 2,3-dioxopyrrolidines and ethynyl benzoxazinanones has been established by cooperative copper/amine catalysis. A copper– allenylidene complex and enolate intermediate, each catalytically generated from distinct substrates, underwent a cascade propargylation/hydroamination/aromatization process to construct a big library of cyclopenta[b]indole derivatives with good to excellent yields and excellent diastereoselectivity.

Keywords: Cooperative catalysis, cascade reaction, cyclopenta[b]indole, ethynyl benzoxazinanone, 2, 3-dioxopyrrolidine, copper– allenylidene.

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Article Details

VOLUME: 24
ISSUE: 12
Year: 2020
Page: [1384 - 1395]
Pages: 12
DOI: 10.2174/1385272824999200701115141
Price: $58

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