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Issue 23, 2019
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Direct access to substituted benzo[b]carbazoles through cascade annulation of 2-vinylbenzaldehydes with indoles

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Abstract

A highly efficient palladium-catalyzed cascade annulation of 2-vinylbenzaldehydes with indoles has been achieved to afford 6-(3-indolyl)benzo[b]carbazoles under mild conditions in good yield and with excellent regioselectivity. Mechanistic investigations reveal that the reaction proceeds via double addition of indoles, unexpected intramolecular 1,4-aryl and 1,2-hydrogen migrations, and oxidative aromatization.

Graphical abstract: Direct access to substituted benzo[b]carbazoles through cascade annulation of 2-vinylbenzaldehydes with indoles

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Article information


Submitted
28 Dec 2018
Accepted
14 Feb 2019
First published
14 Feb 2019

Chem. Commun., 2019,55, 3339-3342
Article type
Communication

Direct access to substituted benzo[b]carbazoles through cascade annulation of 2-vinylbenzaldehydes with indoles

D. Li, A. Wang, X. Zhu, W. Feng and P. Liu, Chem. Commun., 2019, 55, 3339
DOI: 10.1039/C8CC10253H

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