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Paper | Regular issue | Vol 34, No. 11, 1992, pp.2079-2093
Published online, 1st January, 1970
DOI: 10.3987/COM-92-6022
■ Syntheses of Functionalized N-(2-Pyridyl)-α-amino Acids and Esters by Ring Opening of Imidazo[1,2-a]pyridine

Muriel Doise, Dominique Blondeau, and Henri Sliwa*

*Laboratoire de Chimie Organique et Environnement, Université des Sciences et Technologies de Lille, 59655 Villeneuve d’ Ascq Cedex, France

Abstract

This report is devoted to the ring opening of the imidazole nucleus of functionalized imidazo[1,2-a]pyridines, by methanol in strong acid medium (HClO4) leading to esters of N-(2-pyridyl)-α-amino acids in which the heterocyclic moiety bears a functional group. Direct obtention of this kind of compounds could be achieved by condensation of glyoxal derivatives with ethers of 2-amino-3-hydroxypyridine or with 2-amino-3(or 5)-nitropyridine in methanolic perchloric acid.