A novel palladium-catalyzed dicarbonylation process leading to coumarins.
A novel approach to coumarin derivatives has been developed starting from readily available 2-(1-hydroxyprop-2-ynyl)phenols, based on an unprecedented palladium-catalyzed dicarbonylation process. Reactions were carried out in the presence of catalytic amounts of PdI2 in conjunction with an excess of KI in MeOH as the solvent at room temperature and under 90 atm of CO to give 3-[(methoxycarbonyl)methyl]coumarins in good to high isolated yields (62-87%).
Gabriele
Bartolo
B
Dipartimento di Scienze Farmaceutiche, Università della Calabria, 87036 Arcavacata di Rende, Cosenza, Italy. b.gabriele@unical.it
Mancuso
Raffaella
R
Salerno
Giuseppe
G
Plastina
Pierluigi
P
D002248:Carbon Monoxide / Q000737:chemistry; D002384:Catalysis; D003374:Coumarins / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D010636:Phenols / Q000737:chemistry; D013237:Stereoisomerism
D003374:Coumarins; D010636:Phenols; D010165:Palladium; D002248:Carbon Monoxide