The reaction of α-diketones with primary heteroaromatic amines.Synthesis and reactions of imidazo[1, 2-a]pyridin-3(2H)-ones and N-heteroaryl α-iminoketones
作者:Benito Alcaide、Joaquin Plumet、Miguel A. Sierra
DOI:10.1016/s0040-4020(01)89152-3
日期:1989.1
α-diketones with various primary heteroaromatic amines including pyridine, diazine, and azole derivatives has been studied. Benzils react with 2-amino-pyridines to give 2, 2-diarylimidazo[1, 2-a]pyridin-3(2H)-ones 1 as stable products, in good yields. With the other aminoheterocycles only N-heteroaryl-α-iminoketones 4 are obtained when the reaction takes place. On the contrary, biacetyl and 1-phenyl-1
已经研究了α-二酮与各种伯杂芳族胺(包括吡啶,二嗪和唑衍生物)的反应。苯与2-氨基吡啶反应,以稳定的收率得到2,2-diarylimidazo [1,2- a ] pyridin-3(2 H)-ones 1作为稳定的产物。当其他氨基杂环发生反应时,仅获得N-杂芳基-α-亚氨基酮4。相反,联乙酰基和1-苯基-1,2-丙二酮仅与2-氨基吡啶反应,分别得到未鉴定的联乙酰自缩合产物和α-酮缩醛5。此外,化合物1的一些新反应 有保留或没有保留双环结构的报道。