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Bioinspired Synthesis of Nitriles from Primary Amides via Zinc/Anhydride Catalysis
Asian Journal of Organic Chemistry ( IF 2.8 ) Pub Date : 2018-01-19 , DOI: 10.1002/ajoc.201700664
Yuanyuan Wang 1, 2 , Liyan Fu 2 , Huimin Qi 1, 2 , Shu-Wei Chen 1 , Yuehui Li 2
Affiliation  

A broad scope of aromatic and aliphatic primary amides were converted to their corresponding nitriles in high yields by using polymethylhydrosiloxane (PMHS) in the presence of catalytic amounts of ZnBr2 and propylphosphonic anhydride (T3P). As an example of dehydration reaction promoted by anhydrides, ZnBr2 and T3P cooperatively activate the amide substrate and the silane to allow the desired dehydration to occur smoothly under mild conditions. Moreover, this method is suitable for the condensation reaction of carboxylic acids with amines to give the corresponding amide products, including a key intermediate of cinacalcet.

中文翻译:

通过锌/酸酐催化从伯酰胺生物启发合成腈

在催化量的ZnBr 2和丙基膦酸酐(T3P)的存在下,通过使用聚甲基氢硅氧烷(PMHS),可以将多种芳香族和脂肪族伯酰胺高产率地转化为其相应的腈。作为酸酐促进的脱水反应的一个例子,ZnBr 2和T3P协同活化酰胺底物和硅烷,以使所需的脱水在温和的条件下平稳进行。而且,该方法适合于羧酸与胺的缩合反应以得到相应的酰胺产物,包括西那卡塞的关键中间体。
更新日期:2018-01-19
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