INFIQC 05475
INSTITUTO DE INVESTIGACIONES EN FISICO- QUIMICA DE CORDOBA
Unidad Ejecutora - UE
artículos
Título:
Synthesis of Benzo-Fused Heterocycles by Intramolecular Ñ-Arylation of Ketone Enolate Anions
Autor/es:
J. F. GUASTAVINO; R. A. ROSSI
Revista:
JOURNAL OF ORGANIC CHEMISTRY
Editorial:
AMER CHEMICAL SOC
Referencias:
Año: 2012 vol. 77 p. 460 - 472
ISSN:
0022-3263
Resumen:
ABSTRACT: A two-step synthesis of six-, seven-, eight-, andnine-member benzo-fused heterocycles in good to excellentyields is reported. The synthetic strategy involves thegeneration of a new intramolecular £-aryl ketone bond bythe photostimulated SRN1 reaction of ketone enolate anionslinked to a pendant haloarene as the key step. On the otherhand, an intramolecular CAr−CAr coupling led to the formationof five- and six-member benzo-fused heterocycles (9H-carbazole and phenanthridine) when an aromatic amideanion is competitively formed.
