Tetrahedron Letters

Synthesis of tri-and tetrasubstituted imidazoles

DV Paone, AW Shaw

Index: Paone, Daniel V.; Shaw, Anthony W. Tetrahedron Letters, 2008 , vol. 49, # 42 p. 6155 - 6159

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Citation Number: 16

Abstract

A reliable sequence that allows for regiospecific incorporation of four alkyl substituents on an imidazole ring has been developed. This procedure involves the addition of a substituted amino alcohol to a thioamide and subsequent oxidation with PDC. Unlike many imidazole syntheses, acid-sensitive functionality is tolerated given the mild conditions.