Annulation of imidazo[1,2-a]pyridines under metal-free conditions?

New Journal of Chemistry Pub Date: 2020-11-17 DOI: 10.1039/D0NJ04521G

Abstract

A base promoted protocol for the synthesis of benzo[a]imidazo[5,1,2-cd]indolizines from 2-arylimidazo[1,2-a]pyridines and benzyne precursors under metal-free conditions has been developed. Without a transition metal, double C(sp2)H activation of 2-phenylimidazo[1,2-a]pyridines under basic conditions was achieved. This method is also applicable for the annulation of imidazo[1,2-a]pyrimidine and naphthylamine under the same conditions. These annulated molecules showed fluorescence characteristics and hence their photo physical properties were evaluated.

Graphical abstract: Annulation of imidazo[1,2-a]pyridines under metal-free conditions
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