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Copper-catalyzed [4+1]-annulation of 2-alkenylindoles with diazoacetates: a facile access to dihydrocyclopenta[b]indoles

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Abstract

A copper-catalyzed [4+1]-annulation of 2-vinylindoles with diazoacetates has been developed that provides a straightforward access to the dihydrocyclopenta[b]indoles bearing two contiguous all-carbon quaternary centers in good yields. Mechanistic studies indicate that the reaction goes through a concerted and asynchronous annulation process via the key zwitterionic intermediate.

Graphical abstract: Copper-catalyzed [4+1]-annulation of 2-alkenylindoles with diazoacetates: a facile access to dihydrocyclopenta[b]indoles

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Publication details

The article was received on 22 Mar 2019, accepted on 08 May 2019 and first published on 09 May 2019


Article type: Communication
DOI: 10.1039/C9CC02257K
Chem. Commun., 2019, Advance Article

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    Copper-catalyzed [4+1]-annulation of 2-alkenylindoles with diazoacetates: a facile access to dihydrocyclopenta[b]indoles

    K. Dong, C. Pei, Q. Zeng, L. Qiu, W. Hu, Y. Qian and X. Xu, Chem. Commun., 2019, Advance Article , DOI: 10.1039/C9CC02257K

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