镍催化烷基羧酸与对甲苯磺酸甲酯还原偶联甲基化成酮反应
发布时间：2019-01-29 19:42
【摘要】：甲基是最小的含碳取代基团,在化合物中起到重要的作用.羧酸转化为酮是有机化学的基础反应,这种官能团变化通常是间接地将羧酸先转化为酰氯或者Weinreb酰胺再由有机金属试剂进行亲核进攻.直接将羧酸转变为酮,需要至少2 equiv.锂试剂,同时反应需要在低温下进行,往往伴随着很多叔醇的副产物.报道了利用镍催化还原偶联的方法,将有机羧酸与对甲苯磺酸甲酯进行还原偶联,一步反应直接由羧酸甲基化成酮,其特点是原料易得,反应条件温和,可以得到中等的收率并且有较好的底物适应性.
[Abstract]:Methyl is the smallest carbon substituted group and plays an important role in compounds. The conversion of carboxylic acid to ketone is the basic reaction of organic chemistry. This functional group change is usually the conversion of carboxylic acid to acyl chloride or Weinreb amide and then nucleophilic attack by organometallic reagent. Direct conversion of carboxylic acid to ketone requires at least 2 equiv. Lithium reagents, which simultaneously react at low temperatures, are often accompanied by by-products of tertiary alcohols. The reduction coupling of organic carboxylic acid with methyl p-toluenesulfonate by nickel catalytic reduction coupling was reported. The one-step reaction was directly from carboxylic acid methylation to ketone. The characteristics of the reaction were that the raw material was easy to be obtained and the reaction conditions were mild. Medium yield and good substrate adaptability can be obtained.
【作者单位】： 上海大学材料科学与工程学院;上海大学理学院化学系;
【基金】：国家自然科学基金(No.61204020) 上海市教委创新(No.15ZZ047)资助项目~~
【分类号】：O621.251
，
本文编号：2417795
[Abstract]:Methyl is the smallest carbon substituted group and plays an important role in compounds. The conversion of carboxylic acid to ketone is the basic reaction of organic chemistry. This functional group change is usually the conversion of carboxylic acid to acyl chloride or Weinreb amide and then nucleophilic attack by organometallic reagent. Direct conversion of carboxylic acid to ketone requires at least 2 equiv. Lithium reagents, which simultaneously react at low temperatures, are often accompanied by by-products of tertiary alcohols. The reduction coupling of organic carboxylic acid with methyl p-toluenesulfonate by nickel catalytic reduction coupling was reported. The one-step reaction was directly from carboxylic acid methylation to ketone. The characteristics of the reaction were that the raw material was easy to be obtained and the reaction conditions were mild. Medium yield and good substrate adaptability can be obtained.
【作者单位】： 上海大学材料科学与工程学院;上海大学理学院化学系;
【基金】：国家自然科学基金(No.61204020) 上海市教委创新(No.15ZZ047)资助项目~~
【分类号】：O621.251
，
本文编号：2417795
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