PERISELECTIVE ADDITION OF MESOIONIC COMPOUNDS TO TETRACYANOETHYLENE - PREPARATION OF [(DICYANOVINYL)HYDRAZONO]MALONONITRILES

被引：16

作者：

BERK, HC

FRANZ, JE

机构：

[1] Monsanto Agricultural Products Company, Research Department, St. Louis, Missouri

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1979年 / 44卷 / 14期

关键词：

D O I：

10.1021/jo01328a013

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[(Dicyanovinyl)hydrazono]malononitriles are formed in moderate yields when sydnones are heated with tetracyanoethylene in inert solvents. An unstable bicyclic adduct. formed by a periselective 1, 3-dipolar addition of the sydnone to the TCNE double bond, is proposed as a reaction intermediate. The [(dicyanovinyl)-hydrazonojmalononitriles undergo ready solvolysis under a variety of conditions to yield the corresponding hydrazonomalononitriles. © 1979, American Chemical Society. All rights reserved.

引用

页码：2395 / 2400

页数：6

共 42 条

[1] CYCLIC MESO-IONIC COMPOUNDS .1. THE STRUCTURE OF THE SYDNONES AND RELATED COMPOUNDS [J].