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Paper | Regular issue | Vol 78, No. 5, 2009, pp.1191-1203
Published online, 9th January, 2009
DOI: 10.3987/COM-08-11594
An Efficient Method for the Preparation of New Analogs of Leucettamine B under Solvent-Free Microwave Irradiation

Mansour Debdab, Steven Renault, Samar Eid, Olivier Lozach, Laurent Meijer, François Carreaux,* and Jean Pierre Bazureau*

*Department of Chemistry, University of Rennes 1, Campus de Beaulieu, Avenue du general leclerc, bat. 10A, France

Abstract

A simple and efficient microwave-assisted protocol has been developed for the synthesis of new 2-amino-3,4-dihydro-4H-imidazol-4-one derivatives of leucettamine B. This solvent-free protocol involves sulphur/nitrogen displacement of 2-ethylthio-5-arylidene-imidazolone 5 with a variety of functionalized polar primary amines 6 and this general method afforded a small library of the desired pure products 7a-n in yields ranging from 33 to 92% in moderate reaction times (30-100 minutes).