One-pot three-component reaction for the synthesis of biologically important spiro[benzo[f]quinoline-3,3′-indoline] derivatives

A previously unknown class of highly substituted benzoquinoline–spirooxindole are easily prepared by a novel application of a mild and efficient catalyst SbCl3 for carbon–carbon and carbon–nitrogen bond formation reaction involving isatin, alkyne (dialkyl but-2-ynedioate) with aromatic amine (2-naph...

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Veröffentlicht in:Tetrahedron letters 2014-02, Vol.55 (7), p.1370-1372
Hauptverfasser: Karmakar, Rajiv, Kayal, Utpal, Bhattacharya, Biswajit, Maiti, Gourhari
Format: Artikel
Sprache:eng
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Zusammenfassung:A previously unknown class of highly substituted benzoquinoline–spirooxindole are easily prepared by a novel application of a mild and efficient catalyst SbCl3 for carbon–carbon and carbon–nitrogen bond formation reaction involving isatin, alkyne (dialkyl but-2-ynedioate) with aromatic amine (2-naphthylamine) in a one-pot three-component reaction. This protocol of one-pot synthesis afforded a library of dialkyl 2′-oxo-4H-spiro[benzo[f]quinoline-3,3′-indoline]-1,2-dicarboxylate derivatives, a potential bioactive compound in very good to excellent yields.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2014.01.028