Cascade Synthesis of Thieno[2,3-b] pyridines by Using Intramolecular Cyclization Reactions of 3-Cyano-2-(organylmethylthio)pyridines

被引：16

作者：

Alinaghizadeh, Fatemeh ^{[1
]}

Zahedifar, Mahboobeh ^{[2
]}

Seifi, Mohammad ^{[1
]}

Sheibani, Hassan ^{[1
]}

机构：

[1] Shahid Bahonar Univ Kerman, Dept Chem, Kerman 76169, Iran

[2] Univ Jiroft, Fac Sci, Dept Chem, Jiroft 364, Iran

来源：

JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY | 2016年 / 27卷 / 04期

关键词：

MgO (HSA-MgO); thieno[2,3-b] pyridine; three component reaction; 2-amino-4-aryl-6-mercaptopyridine-3,5-dicarbonitriles; intramolecular cyclization reactions; 3-COMPONENT SYNTHESIS; MAGNESIUM-OXIDE;

D O I：

10.5935/0103-5053.20150309

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

2-Amino-4-aryl-6-mercaptopyridine-3,5-dicarbonitriles as starting materials have been prepared by reducing of 2-amino-4-aryl-6-(phenylthio)pyridine-3,5-dicarbonitrile derivatives which were synthesized on stepwise one-pot three component reaction of malononitrile, aldehydes and thiophenol in the presence of base catalysts such as triethylamine, high surface area (HSA) MgO or nanocrystalline magnesium oxide. Alkylation of 2-amino-4-aryl-6- mercaptopyridine-3,5-dicarbonitriles with alpha-halogen compounds in presence of sodium alkoxide as base catalyst followed with cyclization afforded thethieno[2,3-b]pyridine derivatives in excellent yields and in a short reaction time.

引用

页码：663 / 669

页数：7

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