OLD REAGENTS, NEW RESULTS - AROMATIZATION OF HANTZSCH 1,4-DIHYDROPYRIDINES WITH MANGANESE-DIOXIDE AND 2,3-DICHLORO-5,6-DICYANO-1,4-BENZOQUINONE

被引：130

作者：

VANDENEYNDE, JJ

DELFOSSE, F

MAYENCE, A

VANHAVERBEKE, Y

机构：

[1] University of Mons-Hainaut, Organic Chemistry Laboratory, B-7000 Mons

来源：

TETRAHEDRON | 1995年 / 51卷 / 23期

关键词：

D O I：

10.1016/0040-4020(95)00318-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Hantzsch 1,4-dihydropyridines are readily oxidized by manganese dioxide or 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) in dichloromethane at room temperature. With manganese dioxide loss of the 4-substituent, in addition to aromatization, occurs when it is a secondary alkyl or a benzylic group and sonication significantly reduces the reaction times. In contrast, loss of the 4-substituent is never observed when DDQ is the oxidative species.

引用

页码：6511 / 6516

页数：6

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