Deacylative alkylation (DaA) of N-methyl-3-acetyl-2-oxindole for the synthesis of symmetrically 3,3-disubstituted 2-oxindoles. An access gate to anticancer agents and natural products
Título del documento: Deacylative alkylation (DaA) of N-methyl-3-acetyl-2-oxindole for the synthesis of symmetrically 3,3-disubstituted 2-oxindoles. An access gate to anticancer agents and natural products
Revista: Anais da Academia Brasileira de Ciencias
Base de datos: PERIÓDICA
Número de sistema: 000419769
ISSN: 0001-3765
Autores: 1
1
1
1
1
Instituciones: 1Universidad de Alicante, Facultad de Ciencias, Alicante. España
Año:
Periodo: May
Volumen: 90
Número: 1
Paginación: 1089-1100
País: Brasil
Idioma: Inglés
Tipo de documento: Artículo
Enfoque: Experimental, aplicado
Resumen en inglés The synthesis of 3,3-disubstituted N-methyloxindoles, starting from 3-acetyl-2-hydroxy-1-methyloxindole employing a sequential one-pot synthesis, is studied. The process involves a first alkylation in the presence of 1 equiv. of both organic halide and Triton B and the second one employs another 1.5 equiv. of each in moderate to high yields. This procedure is compared with the results obtained from the direct dialkylation of N-methyloxindole. The metathesis of one of the corresponding diallylated product was also studied obtaining the spiranic oxindole. All these methodologies are directed towards the access to anticancer agents and natural biologically active products
Disciplinas: Medicina,
Química
Palabras clave: Química farmacéutica,
Productos naturales,
Anticancerígenos,
Deacilación,
Alquilación,
Oxindoles,
Metátesis
Keyword: Medicinal chemistry,
Natural products,
Anticarcinogenic agents,
Deacylation,
Alkylation,
Oxindoles,
Metathesis
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