Expedient Synthesis of Symmetric Aryl Ketones and of Ambient-Temperature Molten Salts of Imidazole

Philippe Lucas; Naïma El Mehdi; Hoang Anh Ho; Daniel Bélanger; Livain Breau

doi:10.1055/s-2000-6416

Synthesis 2000; 2000(9): 1253-1258
DOI: 10.1055/s-2000-6416

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Expedient Synthesis of Symmetric Aryl Ketones and of Ambient-Temperature Molten Salts of Imidazole

Philippe Lucas^* , Naïma El Mehdi, Hoang Anh Ho, Daniel Bélanger, Livain Breau

^*Laboratoire de Synthèse Organique Appliquée Département de Chimie, Université du Quebec à Montreal, Case Postale 8888, succursale Centre-Ville, Montréal (Québec), Canada, H3C 3P8; Fax (514)9 87 40 54; E-mail: breau.livain@uqam.ca

Abstract

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A short procedure for the synthesis of 2,2-di(3-thienyl)-1,3-dioxolan is described. The route developed is convenient (only two synthetic and one chromatographic steps are required) and efficient (66% overall yield from 3-bromothiophene). This compound was transformed into the ketone, cyclopenta[2,1-b:3′,4′-b′]dithiophen-4-one by a known process. Optimized syntheses of symmetric aryl ketones, 1-alkyl-3-methylimidazolium and 1-alkyl-2-methyl-3-methylimidazolium liquid salts are also reported.

ketones - thiophenes - imidazoles - heterocycles - sulfonamides

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