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Synthesis 1997; 1997(3): 287-289
DOI: 10.1055/s-1997-1177
short paper
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Convenient Preparation of 4-Alkylidene-1H-imidazol-5(4H)-one Derivatives from Imidate and Aldehydes by a Solvent-Free Cycloaddition under Microwaves

Ghislaine Kerneur, Jean Michel Lerestif, Jean Pierre Bazureau* , Jack Hamelin
  • *Groupe de Recherches de Physico-Chimie Structurale 3, URA au CNRS N°704, Université de Rennes 1, Campus de Beaulieu, F-35042 Rennes Cédex, France, Fax +33(99)286374; E-mail Jean-Pierre.Bazureau@univ-rennes1.fr
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Publication Date:
31 December 2000 (online)

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4-Alkylidene-1H-imidazol-5(4H)-one derivatives 4 (aromatic, aliphatic and heteroaromatic) are obtained in good to excellent yields by 1,3-dipolar cycloaddition by using solvent-free conditions under microwave irradiation from imidate 1, aldehydes 2 and dry acetic acid as catalyst. Similar cycloadducts 4 were obtained by cycloaddition from imidate 1 and aldimines 3 as dipolarophiles under microwaves.

1,3-dipolar cycloaddition - imidate - aldehydes - 4-alkylidene-1H-imidazol-5(4H)-one - microwave irradiation