INFIQC 05475
INSTITUTO DE INVESTIGACIONES EN FISICO- QUIMICA DE CORDOBA
Unidad Ejecutora - UE
artículos
Título:
An Expedient Route to Heterocycles trough Alfa-Arylation of Ketons and Arylamides by Microwave Induced SRN1 Mechanism
Autor/es:
SORIA-CASTRO, SILVIA; CAMINOS, DANIEL; A. B. PEÑEÑORY
Revista:
RSC Advances
Editorial:
Royal Society of Chemistry
Referencias:
Año: 2014 vol. 4 p. 17490 - 17497
ISSN:
2046-2069
Resumen:
Microwave irradiation promotes a quick aromatic nucleophilic substitution by a thermally induced electron transfer process to form new C?C bonds by the coupling of aryl radicals and enolate nucleophiles. Diverse 2-aryl-1-phenylethanones can be prepared by the direct a-arylation of acetophenone with different haloarenes. The ketone enolate anion is generated by deprotonation with tBuOK in DMSO and the reaction is carried out in a closed microwave vessel at 70?100 C for 10 min. This simple procedure also allows the synthesis of deoxybenzoin and indole heterocycle derivatives by inter- or intra-molecular ring closure reactions, with moderate to excellent substitution yields.
