INFIQC   05475
INSTITUTO DE INVESTIGACIONES EN FISICO- QUIMICA DE CORDOBA
Unidad Ejecutora - UE
congresos y reuniones científicas
Título:
General Method for the Synthesis of a-, b-, c- and d-Carbolines by Photo-induced Intramolecular Arylation of Anilidopiridines.
Autor/es:
JOYDEV K. LAHA, SILVIA M. BAROLO, ROBERTO A. ROSSI*, AND GREGORY D. CUNY*
Lugar:
Anaheim, California
Reunión:
Congreso; 241st ACS National Meeting and Exposition; 2011
Resumen:
Carbolines (pyrido[x,y-b]indoles) exist as four different
regioisomers and are found in a variety of natural and synthetic materials.
Many of these compds. exhibit interesting biol. activities. Various synthetic
approaches have previously been developed allowing access to the carboline
regioisomers. However, a general strategy to the synthesis of all four isomers
has been lacking. In this presentation a method for the synthesis of alpha-,
beta-, gamma- and delta-carbolines from anilidopyridines using a photo-induced
SRN1 reaction will be described. The anilidopyridine substrates were obtained
from anilines and pyridines, or from halobenzenes and aminopyridines using
palladium-catalyzed couplings. The various substituted carbolines were then
obtained following intramol. C-C bond formation of the anilidopyridine anions
in good to excellent yields.