Regio- and stereochemical aspects of the palladium-catalyzed desilylation-arylation of substituted vinylsilanes

被引:33
作者
Alvisi, D
Blart, E
Bonini, BF
Mazzanti, G
Ricci, A
Zani, P
机构
[1] FAC SCI & TECH,SYNTH ORGAN LAB,F-44072 NANTES 03,FRANCE
[2] FAC CHIM IND,DIPARTIMENTO CHIM ORGAN A MANGINI,I-40136 BOLOGNA,ITALY
关键词
D O I
10.1021/jo960301k
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The palladium-catalyzed desilylation-arylation of substituted vinylsilanes by p-iodoanisole in the presence of bidentate phosphine ligands is described. Apart from enhancing the rate of the reaction considerably, heteroatom-based functional groups in the vinylsilane moiety have a profound influence on the regiochemistry. A catalytic cycle for the chelation-controlled desilylation-arylation reaction involving five- and six-membered chelate rings is proposed.
引用
收藏
页码:7139 / 7146
页数:8
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