N-aryl-2-hydroxy-1,2,3,4-tetrahydropyridines and N-aryl-2-chloromethylene-1,2,3,4-tetrahydropyridines - Successive intermediates in the Hantzsch synthesis of 1,4-dihydropyridines

被引：0

作者：

Chekavichus B. ^{[1
]}

Popelis Yu. ^{[1
]}

Shebenina E. ^{[1
]}

Sausin'sh A. ^{[1
]}

Verkhe R. ^{[1
]}

Duburs G. ^{[1
]}

机构：

[1] Latvian Institute of Organic Synthesis

来源：

Chemistry of Heterocyclic Compounds | 1997年 / 33卷 / 7期

关键词：

Ester; Benzene; Organic Chemistry; Chloroform; Dehydration;

D O I：

10.1007/BF02253029

中图分类号：

学科分类号：

摘要：

Esters of 4-chloro-2-arylideneacetoacetic acid I and esters of N-arylaminocrotonic acid II form stable N-aryl-3,4-trans-2-hydroxy-1,2,3,4-tetrahydropyridines III. Their regio- and stereoselective dehydration results in N-aryl-2-chloromethylene-1,2,3,4-tetrahydropyridines with an exocyclic bond, IV. Compounds IV isomerize to the corresponding N-aryl-2-chloromethyl-1,4-dihydropyridines V in acid medium. Michael addition of compounds I and II in chloroform or benzene forms carbocyclic derivatives of cyclohexene VI. ©1998 Plenum Publishing Corporation.

引用

页码：799 / 804

页数：5

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