Issue 20, 2018

Visible-light-activated C–C and C–N bond formation in the synthesis of imidazo[1,2-a]pyridines and imidazo[2,1-b]thiazoles under catalyst and solvent-free conditions

Abstract

The formation of a 3-aminoimidazo-fused heterocyclic compound and its derivatives through a multicomponent one-pot reaction, activated by visible light, is reported. The noticeable feature of this protocol is the utilization of a universally available energy source to activate the reaction. The reported methodology is the first protocol that represents the implementation of visible light for this Ugi-type synthesis from 2-aminoheterocycles, aldehydes, and isocyanides as well as offers the advantages of improved selectivity, outstanding yields, solvent and catalyst-free conditions, environmental sustainability and convenient access to starting materials.

Graphical abstract: Visible-light-activated C–C and C–N bond formation in the synthesis of imidazo[1,2-a]pyridines and imidazo[2,1-b]thiazoles under catalyst and solvent-free conditions

Article information

Article type
Paper
Submitted
04 Jul 2018
Accepted
27 Aug 2018
First published
17 Sep 2018

New J. Chem., 2018,42, 16591-16601

Visible-light-activated C–C and C–N bond formation in the synthesis of imidazo[1,2-a]pyridines and imidazo[2,1-b]thiazoles under catalyst and solvent-free conditions

K. N. Shivhare, M. K. Jaiswal, A. Srivastava, S. K. Tiwari and I. R. Siddiqui, New J. Chem., 2018, 42, 16591 DOI: 10.1039/C8NJ03339K

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