REACTION OF DIAZOALKANES WITH THIOPHENE

被引:49
作者
GILLESPIE, RJ [1 ]
PORTER, AEA [1 ]
机构
[1] UNIV STIRLING,DEPT CHEM,STIRLING FK9 4LA,SCOTLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1979年 / 11期
关键词
D O I
10.1039/p19790002624
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
During the rhodium-catalysed reaction of thiophen with diazoalkanes, three types of product are observed depending on the nature of the diazoalkane. With diazomalonic esters stable ylides are formed. Simple diazoketones such as diazoacetophenone result in 2-substitution of the thiophen ring whereas diazoacetic esters react to give 2-thiabicyclo[3.1.0]hex-3-ene derivatives. Diazoacetoacetic esters give mixed 2-substitution-cyclopropanation, with the former predominating.
引用
收藏
页码:2624 / 2628
页数:5
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