THIAZOLE O-QUINODIMETHANES - THE GENERATION, ELECTROCYCLIZATION AND DIELS-ALDER REACTIONS OF PHENYL-SUBSTITUTED DERIVATIVES

被引:9
作者
POTTER, AJ [1 ]
STORR, RC [1 ]
机构
[1] UNIV LIVERPOOL,SCH CHEM,LIVERPOOL L69 3BX,ENGLAND
关键词
D O I
10.1016/S0040-4039(00)77088-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
alpha-(2-Phenyl-4-methylthiazol-5-yl)-alpha-phenylmethyl acetate 2 undergoes thermal elimination of acetic acid to give the o-quinodimethane 3. In solution this can be intercepted in Diels-Alder reactions but under flash pyrolytic conditions naphthalene-2-thiol is formed by electrocyclisation and fragmentation.
引用
收藏
页码:5293 / 5296
页数:4
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