Organic letters

New Method for the Synthesis of Diversely Functionalized Imidazoles from N-Acylated α-Aminonitriles

YL Zhong, J Lee, RA Reamer, D Askin

Index: Zhong, Yong-Li; Lee, Jaemoon; Reamer, Robert A.; Askin, David Organic Letters, 2004 , vol. 6, # 6 p. 929 - 931

Full Text: HTML

Citation Number: 54

Abstract

A new general method for the synthesis of medicinally important diversely functionalized imidazoles from N-acylated α-aminonitriles has been developed. N-Acylated α-aminonitriles were reacted with triphenylphosphine and carbon tetrahalide to afford 2, 4-disubstituted 5- halo-1 H-imidazoles in good yield. This new methodology was applied for the synthesis of 2- butyl-4-chloro-5-hydroxymethylimidazole. These halo-imidazoles can be directly ...