Issue 23, 2016

Metal-free regioselective tandem synthesis of diversely substituted benzimidazo-fused polyheterocycles in aqueous medium

Abstract

An operationally simple approach for the synthesis of diversely substituted benzimidazo-fused polyheterocycles under metal-free conditions in water has been described. The aqueous medium accelerates the formation of the desired product by avoiding side-products as well as harsh reaction conditions. The reaction proceeds through inter and intramolecular C–N bond formation in one-pot via 6-endo-dig cyclization. Deuterium labelling and X-ray crystallographic studies supported the proposed mechanistic pathway for the targeted cyclized product.

Graphical abstract: Metal-free regioselective tandem synthesis of diversely substituted benzimidazo-fused polyheterocycles in aqueous medium

Supplementary files

Article information

Article type
Paper
Submitted
20 Aug 2016
Accepted
21 Sep 2016
First published
21 Sep 2016

Green Chem., 2016,18, 6367-6372

Metal-free regioselective tandem synthesis of diversely substituted benzimidazo-fused polyheterocycles in aqueous medium

P. K. Mishra and A. K. Verma, Green Chem., 2016, 18, 6367 DOI: 10.1039/C6GC02330D

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