作者:Haruyasu Asahara、Keita Arikiyo、Nagatoshi Nishiwaki
DOI:10.3762/bjoc.11.138
日期:——
systematically subjected to chemical transformations, namely, N-tosylation followed by nucleophilic substitution. The amide function was converted to the corresponding carboxylic acid, esters, amides, aldehyde, and ketone upon treatment with hydroxide, alkoxide, amine, diisobutylaluminium hydride and Grignard reagent, respectively. In these transformations, N-methyl-N-tosylcarboxamides behave like a Weinreb
N-甲基化的酰胺(N,4-二甲基苯甲酰胺和N-甲基环己烷甲酰胺)被系统地化学转化,即N-甲苯磺酸化,然后进行亲核取代。分别用氢氧化物,醇盐,胺,氢化二异丁基铝和格氏试剂处理后,酰胺官能团转化为相应的羧酸,酯,酰胺,醛和酮。在这些转化中,N-甲基-N-甲苯磺酰基羧酰胺的行为类似于Weinreb酰胺。类似地,将N-甲基-5-苯基异恶唑-3-羧酰胺转化为3-官能化的异恶唑衍生物。由于酰胺是通过乙炔基苯和N-甲基氨基甲酰腈的环加成反应制得的,因此,腈氧化物相当于带有各种官能团(如羧基)的腈氧化物的等价物,