INFIQC 05475
INSTITUTO DE INVESTIGACIONES EN FISICO- QUIMICA DE CORDOBA
Unidad Ejecutora - UE
artículos
Título:
Synthesis of e-oxo acids by photostimulated reactions of 2-(2-iodophenyl)acetate ion with carbanions by the SRN1 mechanism. Synthesis of novel 3-benzazepin-2-ones
Autor/es:
GUASTAVINO, J. F.; BUDÉN, M. E.; GARCÍA, C. S.; ROSSI, R. A.
Revista:
ARKIVOC - ONLINE JOURNAL OF ORGANIC CHEMISTRY
Editorial:
ARKAT USA INC
Referencias:
Lugar: Washington; Año: 2011 vol. vii p. 389 - 405
ISSN:
1551-7004
Resumen:
The synthesis of 3-benzazepin-2-ones using commercially available 2-(2-iodophenyl)acetic acid as starting material is described. The synthetic strategy involves the SRN1 substitution reaction in DMSO as solvent under photoinitiation, using ketone enolate ions as nucleophiles to obtain e- oxo acids, followed by a condensation reaction of e-oxo acids with ammonium acetate in glacial acetic acid to produce novel 3-benzazepin-2-ones. The target compounds are afforded in regular to good yields and the factors governing the distribution of substitution products are discussed.
