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

被引：42

作者：

Anabha, ER ^{[1
]}

Asokan, CV ^{[1
]}

机构：

[1] Mahatma Gandhi Univ, Sch Chem Sci, Kottayam 686560, India

来源：

SYNTHESIS-STUTTGART | 2006年 / 01期

关键词：

ketene dithioacetals; Knoevenagel condensations; cyclizations; Vilsmeier-Haack reactions; 2-pyridones;

D O I：

10.1055/s-2005-918491

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of aroylketene dithioacetals 1 with Vilsmeier-Haack reagent, prepared from POCl3 and DMF, under mild conditions gave 2-aroyl-3,3-bis(alkylsulfanyl)acrylaldehydes 2 in excellent yields. Cyclization of 2-[2-aroyl-3,3-bis(methylsulfanyl)2-propylidene]malononitriles 3, derived from 2 and malononitrile, in the presence of concentrated hydrochloric acid in tertiary butanol afforded 2-pyridone derivatives 4.

引用

页码：151 / 155

页数：5

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