THERMOLYSIS OF 2-BENZYLIDENEBENZOCYCLOBUTENOLS
THERMOLYSIS OF 2-BENZYLIDENEBENZOCYCLOBUTENOLS
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DOI:
10.1021/jo00050a038
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发表时间:
1992-11-20
影响因子:
3.6
通讯作者:
WILLIAMS, AJ
中科院分区:
文献类型:
--
作者:
BRADLEY, JC;DURST, T;WILLIAMS, AJ
The thermolysis of a series of 2-benzylidenebenzocyclobuten-1-ols has been studied. Whenever comparisons can be made, the rate of opening of the benzocyclobutene ring was slower for these compounds than the corresponding 2-ones. The intermediate vinylallenes underwent a variety of electrocyclization reactions which depended on the nature of the additional substituent at C-1. 10-Benzylideneanthrone and 4-benzylidene-l-tetralones, respectively, were obtained when this substituent was phenyl or vinyl. 1-(Alkynylphenyl)-2-benzylidenebenzocylobuten-1-ols were converted to mixtures of 4-benzylidene-1,4-naphthoquinonemethides, 2,3-dibenzylidene-1-indanones, and 10-phenylbenzo[b]fluoroeneone.