An unprecedented Pd-catalyzed, water-promoted sequential oxidative aminocarbonylation-cyclocarbonylation process leading to 2-oxazolidinones.
An unprecedented, PdI2-catalyzed, sequential oxidative aminocarbonylation-cyclocarbonylation process, leading to 2-oxazolidinone derivatives 3 in good to excellent yields starting from readily available alpha,alpha-disubstituted 2-ynylamines 1 and secondary amines 2, is reported. In the case of an alpha-monosubstituted substrate, the initially formed 2-oxazolidinone derivative underwent shift of the double bond to give a 3H-oxazol-2-one derivative in excellent isolated yield.
Gabriele
Bartolo
B
Dipartimento di Scienze Farmaceutiche, Università della Calabria, 87036 Arcavacata di Rende (Cosenza), Italy. b.gabriele@unical.it
Plastina
Pierluigi
P
Salerno
Giuseppe
G
Mancuso
Raffaella
R
Costa
Mirco
M
D002384:Catalysis; D023303:Oxazolidinones / Q000138:chemical synthesis*; D010084:Oxidation-Reduction; D010165:Palladium / Q000737:chemistry; D014867:Water / Q000737:chemistry
D023303:Oxazolidinones; D014867:Water; D010165:Palladium