An efficient synthesis of new C-2 aryl substituted quinolines based on three component imino Diels-Alder reaction.
New effective approach to the synthesis of a wide variety of C-2 nitro or aminophenyl substituted quinolines was reported using diverse intermediate 4-(2-oxopyrrolinidyl-1)-tetrahydroquinolines that were prepared by a three component imino Diels-Alder reaction was reported. The key aromatisation process occurs cleanly with the loss of the 2-oxopyrrolinidyl-1 fragment.
Kouznetsov
Vladimir V
VV
Laboratorio de Química Orgánica y Biomolecular, Escuela de Química, Universidad Industrial de Santander, A.A. 678, Bucaramanga, Colombia. kouznet@uis.edu.co
Bohórquez
Arnold R Romero
AR
Saavedra
Luis Astudillo
LA
Medina
Ricardo Fierro
RF
D003500:Cyclization; D007097:Imines / Q000737:chemistry*; D008968:Molecular Conformation; D015394:Molecular Structure; D011804:Quinolines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D007097:Imines; D011804:Quinolines