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

页码：377 / 386

页数：9

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