鎳催化烷基羧酸與對甲苯磺酸甲酯還原偶聯(lián)甲基化成酮反應
發(fā)布時間:2019-01-29 19:42
【摘要】:甲基是最小的含碳取代基團,在化合物中起到重要的作用.羧酸轉(zhuǎn)化為酮是有機化學的基礎(chǔ)反應,這種官能團變化通常是間接地將羧酸先轉(zhuǎn)化為酰氯或者Weinreb酰胺再由有機金屬試劑進行親核進攻.直接將羧酸轉(zhuǎn)變?yōu)橥?需要至少2 equiv.鋰試劑,同時反應需要在低溫下進行,往往伴隨著很多叔醇的副產(chǎn)物.報道了利用鎳催化還原偶聯(lián)的方法,將有機羧酸與對甲苯磺酸甲酯進行還原偶聯(lián),一步反應直接由羧酸甲基化成酮,其特點是原料易得,反應條件溫和,可以得到中等的收率并且有較好的底物適應性.
[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.
【作者單位】: 上海大學材料科學與工程學院;上海大學理學院化學系;
【基金】:國家自然科學基金(No.61204020) 上海市教委創(chuàng)新(No.15ZZ047)資助項目~~
【分類號】:O621.251
,
本文編號: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.
【作者單位】: 上海大學材料科學與工程學院;上海大學理學院化學系;
【基金】:國家自然科學基金(No.61204020) 上海市教委創(chuàng)新(No.15ZZ047)資助項目~~
【分類號】:O621.251
,
本文編號:2417795
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