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Updated: Oct 19, 2025

Preparation of Contiguous Bisaziridines for Regioselective Ring-Opening Reactions
Published on: July 28, 2022
A radical-mediated multicomponent cascade reaction for the synthesis of azide-biindole derivatives
Xiaoyu Liu1, Kun He1, Na Gao1
1Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education, Yunnan Provincial Center for Research & Development of Natural Products, School of Chemical Science and Technology, Yunnan University, Kunming, 650091, P. R. China. linjun@ynu.edu.cn.
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.
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