On the regioselectivity of the reaction of cyanothioacetamide with 2-acetylcyclo-hexanone, 2-acetylcyclopentanone, and 2-acetyl-1-(morpholin-4-yl)-1-cycloalkenes

被引：40

作者：

Dotsenko, V. V. ^{[1
]}

Krivokolysko, S. G. ^{[1
]}

Polovinko, V. V. ^{[2
]}

Litvinov, V. P. ^{[3
]}

机构：

[1] Vladimir Dal E Ukrainian Natl Univ, ChemEx Lab, UA-91034 Lugansk, Ukraine

[2] Enamine Ltd, UA-02094 Kiev, Ukraine

[3] Russian Acad Sci, ND Zelinsky Inst Organ Chem, Moscow 117913, Russia

来源：

CHEMISTRY OF HETEROCYCLIC COMPOUNDS | 2012年 / 48卷 / 02期

关键词：

2-acetylcyclohexanone; 2-acetylcyclopentanone; cyanothioacetamide; Guareschi-Thorpe reaction; regioselectivity; NITRILE CYCLIZATION; CYANOACETAMIDE; ANALOGS;

D O I：

10.1007/s10593-012-0991-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

It has been established that the interaction of cyanothioacetamide with 2-acetylcyclohexanone, 2-acetylcyclopentanone, or their enamines (2-acetyl-1-(morpholin-4-yl)-1-cycloalkenes) contrary to the literature data have a non-regiospecific character and leads to the formation of mixtures of 3-cyano-4-methyl-5,6-tri(tetra)methylenepyridine-2(1 H)-thiones and 3-cyano-6-methyl-4,5-tri(tetra)methylene-pyridine-2(1 H)-thiones with a predominance of the latter.

引用

页码：309 / 319

页数：11

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