Synthesis and properties of substituted isoxazolo[3′,4′:4,5]- thieno[2,3-b]pyridines

被引：0
|
作者：
Vasilin V.K. [1 ]
Kaigorodova E.A. [1 ]
Firgang S.I. [2 ]
Krapivin G.D. [1 ]
机构：
[1] Kuban State Technological University
[2] N. D. Zelinsky Inst. of Organ. Chem., Russian Academy of Sciences
来源：
Chemistry of Heterocyclic Compounds | 2004年 / 40卷 / 3期
关键词：
2-(2-R-ethylthio-2-oxo)- 3-pyridyl cyanides; 3-aminothieno[2,3-b]pyridines; 3-azidothieno[2,3-b]pyridines; 3-cyano-2(1H)pyridinethiones; Isoxazolo[3′,4′:4,5]thieno-[2,3-b]pyridines;
D O I：
10.1023/B:COHC.0000028636.31350.c0
中图分类号：
学科分类号：
摘要：
We synthesized derivatives of a novel heterocyclic system, isoxazolo[3′,4′:4,5]thieno[2,3-b]pyridine by sequential conversions in three steps: isomerization of 2-(2-R-ethylthio-2-oxo)-3-pyridyl cyanides obtained by alkylation from substituted 3-cyano-2(1H)-pyridinethiones by α-halomethyl ketones in alkaline medium, to form 3-aminothieno[2,3-b] pyridines; diazotization of the amino group followed by nucleophilic substitution of the diazonium group by an azido group, bypassing the step of isolating the diazonium salts; and thermolysis of the azides formed.
引用
收藏
页码：377 / 386
页数：9
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