SYNTHESIS OF O-QUINODIMETHANES AND BENZOCYCLOBUTENES FROM DIMETHYL SQUARATE

被引:23
作者
EZCURRA, JE
MOORE, HW
机构
[1] Department of Chemistry University of California, Irvine
基金
美国国家卫生研究院;
关键词
D O I
10.1016/S0040-4039(00)73703-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Selected 3-alkylidene(and benzylidene)-4-allenylcyclobutenes were shown to undergo an unusual thermal ring expansion to o-quinodimethanes and thus to benzocyclobutenes upon electrocyclic ring closure. The mechanism of this rearrangement is envisaged to involve ring opening of the starting cyclobutenes to the corresponding octa-1,2,4,6,7-pentaenes which lead to the quinodimethanes upon ring closure.
引用
收藏
页码:6177 / 6180
页数:4
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