1,2,2-tribromocyclopropanecarboxylic acid and derivatives - Valuable intermediates for four carbon cyclopropane and cyclopropene synthons

被引:22
作者
AlDulayymi, AR [1 ]
AlDulayymi, JR [1 ]
Baird, MS [1 ]
Gerrard, ME [1 ]
Koza, G [1 ]
Harkins, SD [1 ]
Roberts, E [1 ]
机构
[1] UNIV WALES,DEPT CHEM,BANGOR LL57 2UW,GWYNEDD,WALES
关键词
D O I
10.1016/0040-4020(95)01123-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Methyl 1,1,2-tribromocyclopropanecarboxylate is readily available by dibromocyclopropanation of methyl alpha-bromoacrylate. Reaction with methyllithium at low temperature provides a simple route to methyl 2-bromocyclopropene carboxylate. while modification of the ester group followed by reaction with methyllithium leads to a series of related four-carbon cyclopropenes. The tribromo-ester is also readily converted into 1,1,2,2-tetrabromocyclopropane, a valuable three-carbon cyclopropene synthon.
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页码:3409 / 3424
页数:16
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