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
Document title: 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
Journal: Anais da Academia Brasileira de Ciencias
Database: PERIÓDICA
System number: 000419769
ISSN: 0001-3765
Authors: 1
1
1
1
1
Institutions: 1Universidad de Alicante, Facultad de Ciencias, Alicante. España
Year:
Season: May
Volumen: 90
Number: 1
Pages: 1089-1100
Country: Brasil
Language: Inglés
Document type: Artículo
Approach: Experimental, aplicado
English abstract 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
Disciplines: Medicina,
Química
Keyword: Química farmacéutica,
Productos naturales,
Anticancerígenos,
Deacilación,
Alquilación,
Oxindoles,
Metátesis
Keyword: Medicinal chemistry,
Natural products,
Anticarcinogenic agents,
Deacylation,
Alkylation,
Oxindoles,
Metathesis
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