Issue 76, 2021

A radical-mediated multicomponent cascade reaction for the synthesis of azide-biindole derivatives

Abstract

A radical-mediated, one-pot, multicomponent cascade reaction was developed for the synthesis of azide-biindole derivatives. Mechanistic studies demonstrated that the nitrogen-centred free radical was formed by the reaction of heterocyclic N–H with CuII and PIFA and initiated the cascade reaction with indole to obtain the biindole intermediate. The biindole intermediate then reacted with sodium azide in the presence of CuII catalyst and PIFA to form the final products. This methodology may be useful for constructing other azido heterocycles.

Graphical abstract: A radical-mediated multicomponent cascade reaction for the synthesis of azide-biindole derivatives

Supplementary files

Article information

Article type
Communication
Submitted
16 Jul 2021
Accepted
25 Aug 2021
First published
25 Aug 2021

Chem. Commun., 2021,57, 9696-9699

A radical-mediated multicomponent cascade reaction for the synthesis of azide-biindole derivatives

X. Liu, K. He, N. Gao, P. Jiang, J. Lin and Y. Jin, Chem. Commun., 2021, 57, 9696 DOI: 10.1039/D1CC03853B

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