Catalytic multicomponent reactions for the synthesis of N-aryl trisubstituted pyrroles.
Dirhodium(II) salts efficiently catalyze the three-component assembly reaction of an imine, diazoacetonitrile (DAN), and an activated alkynyl coupling partner to form substituted 1,2-diarylpyrroles in moderate to good yields. The transition-metal-catalyzed decomposition of the diazo compound in the presence of the imine presumably generates a transient azomethine ylide that undergoes cycloaddition with dipolarophiles in a highly convergent manner.
Galliford
Chris V
CV
Department of Chemistry, Northwestern University, 2145 Sheridan Road, Evanston, IL 60208, USA.
Scheidt
Karl A
KA
D002384:Catalysis; D003500:Cyclization; D006571:Heterocyclic Compounds / Q000138:chemical synthesis; D007097:Imines / Q000138:chemical synthesis; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D011758:Pyrroles / Q000138:chemical synthesis*; D012238:Rhodium / Q000737:chemistry
D006571:Heterocyclic Compounds; D007097:Imines; D011758:Pyrroles; D012238:Rhodium