Synthesis of 3-aroylnicotinonitriles from aroylketene dithioacetals

被引：44

作者：

Anabha, E. R.

Nirmala, K. N.

Thomas, Abraham

Asokan, C. V.

机构：

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

[2] Glenmark Pharmaceut Ltd, TTC Ind Area, Navi Mumbai 400709, Maharashtra, India

来源：

SYNTHESIS-STUTTGART | 2007年 / 03期

关键词：

ketene dithioacetals; Knoevenagel condensation; Vilsmeier-Haack reaction; nicotinonitriles; multicomponent reaction;

D O I：

10.1055/s-2006-958964

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Knoevenagel adducts of 2-aroyl-3,3-bis(alkylsulfanyl)acrylaldehydes and malononitrile were cyclized in the presence of diisopropylamine to afford 5-aroyl-2,6-bis(methylsulfanyl)nicotinonitriles. Cyclization in the presence of aqueous ammonia gave 2-amino-5-aroyl-6-(methylsulfanyl) nicotinonitriles. A multicomponent reaction involving aroylketene dithioacetals, malononitrile and Vilsmeier reagent gave 5-aroyl-2-chloro-6-(methylsulfanyl)nicotinonitrile.

引用

收藏

页码：428 / 432

页数：5

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