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Paper | Regular issue | Vol 45, No. 9, 1997, pp.1715-1721
Published online, 1st January, 1970
DOI: 10.3987/COM-97-7857
Efficient One-Pot Synthesis of 7-Azacoumarins by Knoevenagel Reaction Using Water as Reaction Medium

Gianluca Brufola, Francesco Fringuelli,* Oriana Piermatti, and Ferdinando Pizzo*

*Dipartimento di Chimica, Laboratorio di Chimica Organica, Universita de Perugia, Via Elce di Sotto 8, 06100 Perugia, Italy

Abstract

3-Substituted 5-hydroxymethyl-8-methyl-7-azacoumarins were prepared by a Knoevenagel reaction of pyridoxal hydrochloride with acetonitriles in a one-pot procedure in a water-only medium. The reactions occurred in heterogeneous phase with much better yields than those obtained in a homogeneous alcoholic medium.