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Series of Functionalized 5-(2-Arylimidazo[1,2-<i>a</i>]pyridin-3-yl)pyrimidine-2,4(1<i>H</i>,3<i>H</i>)-diones: A Water-Mediated Three-Component Catalyst-Free Protocol Revisited

Goutam Brahmachari, Nayana Nayek, Indrajit Karmakar, Khondekar Nurjamal, Swapan K. Chandra, Anindita Bhowmick

2020The Journal of Organic Chemistry29 citationsDOI

Abstract

A water-mediated and catalyst-free practical method for the synthesis of a new series of pharmaceutically interesting functionalized 5-(2-arylimidazo[1,2-a]pyridin-3-yl)pyrimidine-2,4(1H,3H)-diones has been accomplished based on a one-pot multicomponent reaction between arylglyoxal monohydrates, 2-aminopyridines/2-aminopyrimidine, and barbituric/N,N-dimethylbarbituric acids under reflux conditions. The salient features of this protocol are avoidance of any additive/catalyst and toxic organic solvents, use of water as reaction medium, clean reaction profiles, operational simplicity, ease of product isolation/purification without the aid of tedious column chromatography, good to excellent yields, and high atom-economy and low E-factor.

Topics & Concepts

ChemistryCatalysisPyrimidineBarbituric acidMolybdenumCombinatorial chemistryOrganic chemistryStereochemistryMulticomponent Synthesis of HeterocyclesChemistry and Chemical EngineeringSynthesis and biological activity
Series of Functionalized 5-(2-Arylimidazo[1,2-<i>a</i>]pyridin-3-yl)pyrimidine-2,4(1<i>H</i>,3<i>H</i>)-diones: A Water-Mediated Three-Component Catalyst-Free Protocol Revisited | Litcius