Reactions of enamino keto esters of 1,2,3,4-tetrahydroisoquinoline series with nucleophiles

被引：0

作者：

O. V. Surikova

A. G. Mikhailovskii

M. I. Vakhrin

机构：

[1] Perm State Pharmaceutical Academy,

来源：

Chemistry of Heterocyclic Compounds | 2010年 / 46卷

关键词：

3,3-dimethyl-1-(5-thioxo-1,5-dihydro-1,2,4-triazol-3-ylmethylidenecarbonyl)-1,2,3,4-tetra-hydroisoquinoline; methyl ester of 3-(3,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-1-idene)pyruvic acid; nitrile of 2-cyano-4-dicyanomethylidene-5-(3,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-1-idene)-3-oxo-pentanoic acid; semicarbazide; thiosemicarbazide; annelation of the pyrrole ring; heterocyclization; ester condensation with malonodinitrile;

D O I：

暂无

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学科分类号：

摘要：

It has been shown that the reaction of the methyl ester of 3-(3,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-1-idene)pyruvic acid with thiosemicarbazide in glacial acetic acid leads to heterocyclization with the formation of 3,3-dimethyl-1-(5-thioxo-1,5-dihydro-1,2,4-triazol-3-ylmethylidenecarbonyl)-1,2,3,4-tetra-hydroisoquinoline, but the interaction with semicarbazide under the same conditions leads to annelation of the pyrrole ring. On condensation of the enamino keto ester with malonodinitrile, the nitrile of 2-cyano-4-dicyanomethylidene-5-(3,3-dimethyl-1,2,3.4-tetrahydroisoquinolin-1-idene)-3-oxo-pentanoic acid is formed.

引用

页码：179 / 183

页数：4

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