REACTION OF ENAMINOTHIONES WITH DIPHENYLCYCLOPROPENONE - SYNTHESIS OF 4,5-DIMETHYLENECYCLOPENTENONE DERIVATIVES

被引：15

作者：

KASCHERES, A

KASCHERES, C

BRAGA, ACH

机构：

[1] Universidade Estadual de Campinas, Instituto de Química, 13081 Campinas, SP

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1993年 / 58卷 / 07期

关键词：

D O I：

10.1021/jo00059a017

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Diphenylcyclopropenone (1) reacts with enaminothiones 2 to afford 4,5-dimethylenecyclopentenone derivatives 3. The results of AM1 calculations performed on both geometrically optimized 2a and the oxygen analog in the Z,s-cis-configuration favor a mechanism in which the sulfur atom of 2 acts as a nucleophile at the phenyl-C of 1.

引用

页码：1702 / 1703

页数：2

共 13 条

[1] DIELS-ALDER CYCLOADDITION REACTIONS OF ENAMINOTHIONES WITH NITROALKENES [J].