Producción CyT

Novel synthesis of 2-thienylcarbonyl-cyclohexane-1,3-dione as building block for indazolones and isoxazolones

Artículo

Fecha:

2011

Editorial y Lugar de Edición:

CSIRO PUBLISHING

Revista:

AUSTRALIAN JOURNAL OF CHEMISTRY, vol. 64 (pp. 638-646) CSIRO PUBLISHING

Resumen *

A new synthetic methodology using ultrasonic treatment was applied to the C-acylation of 1,3-cyclohexanedione with thiophene-2-carbonyl-chloride to afford 3-hydroxy-2-(2-thienylcarbonyl)cyclohex-2-en-1-one (5). This compound was used as building block to prepare different bicyclic systems: tetrahydro-4H-indazol-4-ones (7a-c and 9a,b,d), and 6,7-dihydrobenzisoxazole (11) by reactions with different hydrazines and hydroxylamine respectively. Structural elucidation of all compounds was thoroughly achieved by NMR spectroscopy. Información suministrada por el agente en SIGEVA

Palabras Clave

acylcyclohexanodionesbenzisoxazolesindazolesultrasound