Palladium-catalyzed carbonylative cross-coupling with imines: a multicomponent synthesis of imidazolones.
The palladium-catalyzed coupling of imines, chloroformates, organotin reagents, and carbon monoxide leads to the one-pot formation of ketocarbamates in good yields. These products can further be converted to highly substituted imidazolones via a cyclocondensation reaction. Overall, this methodology provides an alternative approach to imidazolones from five simple and readily available building blocks via a one-pot, multicomponent process.
Siamaki
Ali R
AR
Department of Chemistry, McGill University, 801 Sherbrooke Street West, Montreal, Quebec, H3A 2K6, Canada.
Black
Daniel A
DA
Arndtsen
Bruce A
BA
D002255:Carbonic Acid / Q000737:chemistry*; D002384:Catalysis; D003432:Cross-Linking Reagents / Q000737:chemistry*; D007093:Imidazoles / Q000138:chemical synthesis* / Q000737:chemistry; D007097:Imines / Q000737:chemistry*; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*
D003432:Cross-Linking Reagents; D007093:Imidazoles; D007097:Imines; C117197:imidazolone; D002255:Carbonic Acid; D010165:Palladium