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

Author(s):

Jiale Xiong, Xiaoyun Zhao, Xing Feng and Jiang Xianxing*   Pages 1 - 12 ( 12 )

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.

Affiliation:

School of Pharmaceutical Sciences, Sun Yat-Sen University, Guangzhou, 510006, School of Pharmaceutical Sciences, Sun Yat-Sen University, Guangzhou, 510006, School of Pharmaceutical Sciences, Sun Yat-Sen University, Guangzhou, 510006, School of Pharmaceutical Sciences, Sun Yat-Sen University, Guangzhou, 510006



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