钯(II)催化 CO2 与烯基 C-H 键的直接羧化反应。
Palladium(II)-catalyzed direct carboxylation of alkenyl C-H bonds with CO2.
机构信息
Department of Chemistry, Tokyo Institute of Technology, O-okayama, Tokyo 152-8551, Japan.
出版信息
J Am Chem Soc. 2013 Jul 31;135(30):10954-7. doi: 10.1021/ja405503y. Epub 2013 Jul 22.
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.
首次实现了 Pd 催化的烯基 C-H 键与二氧化碳的直接羧化反应。在 CO2 常压下，用 Cs2CO3 处理 2-羟基苯乙烯和催化量的 Pd(OAc)2，可得到相应的香豆素，产率良好。此外，还通过 C-H 键断裂实现了关键的烯基钯中间体的分离。该反应被认为是烯基钯中间体与 CO2 的可逆亲核加成。
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