Palladium(II)-Catalyzed Direct Carboxylation of Alkenyl C-H Bonds with CO2

被引:235
作者
Sasano, Kota [1 ]
Takaya, Jun [1 ]
Iwasawa, Nobuharu [1 ]
机构
[1] Tokyo Inst Technol, Dept Chem, Meguro Ku, Tokyo 1528551, Japan
基金
日本学术振兴会; 日本科学技术振兴机构;
关键词
CATALYZED OXIDATIVE CYCLIZATION; CROSS-COUPLING REACTION; CARBON-DIOXIDE; PALLADIUM CATALYSIS; COPPER(I) COMPLEXES; CYCLIC ENAMINONES; DIRECT ARYLATION; METAL-COMPLEXES; ARYL HALIDES; ACTIVATION;
D O I
10.1021/ja405503y
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Pd-catalyzed direct carboxylation of alkenyl C-H bonds with carbon dioxide was realized for the first time. Treatment of 2-hydroxystyrenes and a catalytic amount of Pd(OAc)(2) with Cs2CO3 under atmospheric pressure of CO2 afforded corresponding coumarins in good yield. Furthermore, isolation of the key alkenylpalladium intermediate via C-H bond cleavage was achieved. The reaction was proposed to undergo reversible nucleophilic addition of the alkenylpalladium intermediate to CO2.
引用
收藏
页码:10954 / 10957
页数:4
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