A new selective approach to 1,1-bis(silyl)-2-arylethenes and 1,1-bis(silyl)-1,3-butadienes via sequential silylative coupling-heck coupling reactions

被引:33
作者
Pawluc, Piotr [1 ]
Hreczycho, Grzegorz [1 ]
Marciniec, Bogdan [1 ]
机构
[1] Adam Mickiewicz Univ Poznan, Fac Chem, Dept Organomet Chem, PL-60780 Poznan, Poland
关键词
D O I
10.1021/jo0616254
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel selective route to 1,1-bis(silyl)-1-alkenes has been developed. Sequential one-pot silylative coupling exo-cyclization of 1,2-bis(dimethylvinylsiloxy)ethane followed by the reaction with Grignard reagents leads to the desired 1,1-bis(silyl)ethenes, which are then efficiently coupled in the presence of silver nitrate and palladium acetate with aryl or alkenyl idodides to give the corresponding 1,1-bis(silyl)-2-arylethenes or 1,1,4-trisubstituted 1,3-butadienes with high yield.
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页码:8676 / 8679
页数:4
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