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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.

Overview of attention for article published in Anais da Academia Brasileira de Ciências, January 2018
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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.
Published in
Anais da Academia Brasileira de Ciências, January 2018
DOI 10.1590/0001-3765201820170783
Pubmed ID
Authors

CRISTINA MORENO-CABRERIZO, AITOR ORTEGA-MARTÍNEZ, CYNTHIA MOLINA, CARMEN NÁJERA, JOSÉ M. SANSANO

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.

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Mendeley readers

The data shown below were compiled from readership statistics for 9 Mendeley readers of this research output. Click here to see the associated Mendeley record.

Geographical breakdown

Country Count As %
Unknown 9 100%

Demographic breakdown

Readers by professional status Count As %
Student > Bachelor 2 22%
Student > Doctoral Student 2 22%
Lecturer 1 11%
Professor 1 11%
Student > Ph. D. Student 1 11%
Other 0 0%
Unknown 2 22%
Readers by discipline Count As %
Chemistry 4 44%
Biochemistry, Genetics and Molecular Biology 1 11%
Engineering 1 11%
Unknown 3 33%