Palladium(II)-Catalyzed Direct Carboxylation of Alkenyl C–H Bonds with CO2
Journal of the American Chemical Society2013Vol. 135(30), pp. 10954–10957
Citations Over TimeTop 10% of 2013 papers
Abstract
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.
Related Papers
- → Non‐Oxidative Enzymatic (De)Carboxylation of (Hetero)Aromatics and Acrylic Acid Derivatives(2019)71 cited
- → Formal C−H Carboxylation of Unactivated Arenes(2020)29 cited
- → Understanding the Photo- and Electro-Carboxylation of o-Methylbenzophenone with Carbon Dioxide(2020)13 cited
- → ChemInform Abstract: One‐Pot Synthesis of 4‐Substituted 3,4‐Dihydro‐3‐methoxyisocoumarins via Carboxylation of α‐Substituted 2‐Lithio‐β‐methoxystyrenes with Carbon Dioxide.(2012)
- → CH Carboxylation with CO 2(2022)