Efficient and practical route to α-aminocarbonylketene and α-cyanoketene dithioacetals

被引：2

作者：

Yin, Yanbing

Zhang, Qian ^{[1
]}

Liu, Qun

Liu, Yu

Sun, Shaoguang

机构：

[1] NE Normal Univ, Dept Chem, Changchun 130024, Peoples R China

[2] Qiqihar Univ, Dept Chem & Chem Engn, Qiqihar, Peoples R China

来源：

SYNTHETIC COMMUNICATIONS | 2007年 / 37卷 / 4-6期

基金：

中国国家自然科学基金;

关键词：

alpha-acetyl-alpha-aminocarbonyl ketene dithioacetals; alpha-aminocarbonylketene; alpha-cyanoketene dithioacetals; deacetylation; dehydration; dithioacetals;

D O I：

10.1080/00397910601131379

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient and practical route to alpha-aminocarbonylketene dithioacetals 5 and alpha-cyanoketene dithioacetals 6 was developed. With readily available a-acetyl-a-aminocarbonyl ketene dithioacetals 4 as the starting materials, a-aminocarbonylketene dithioacetals 5 were prepared in high yield via base-catalyzed (sodium hydroxide) deacetylation. In the presence Of POCl3 and with DMF as the solvent, alpha-cyanoketene dithioacetals 6 were obtained via dehydration of 5 in excellent yield.

引用

页码：703 / 711

页数：9

共 28 条

[1] A convenient preparation of 2-aroyl-3,3-bis(alkylsulfanyl)acrylaldehydes and their application in the synthesis of 5-aroyl-2-oxo-1,2-dihydro-2-pyridinecarbonitriles [J].