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Molecules, Vol. 23, Pages 1390: Synthesis of 2-Mercapto-(2-Oxoindolin-3-Ylidene)Acetonitriles from 3-(4-Chloro-5H-1,2,3-Dithiazol-5-Ylidene)Indolin-2-ones

Molecules, Vol. 23, Pages 1390: Synthesis of 2-Mercapto-(2-Oxoindolin-3-Ylidene)Acetonitriles from 3-(4-Chloro-5H-1,2,3-Dithiazol-5-Ylidene)Indolin-2-ones

Molecules doi: 10.3390/molecules23061390

Authors: Boris Letribot Régis Delatouche Hervé Rouillard Antoine Bonnet Jean-René Chérouvrier Lisianne Domon Thierry Besson Valérie Thiéry

Alkylidene oxindoles are important functional moieties and building blocks in pharmaceutical and synthetic chemistry. Our interest in biologically active compounds focused our studies on the synthesis of novel oxindoles, bearing on the exocyclic double bond at the C8, CN, and S groups. Extending the potential applications of Appel’s salt, we developed a new synthetic approach by investigating the reactions of C5-substituted 2-oxindoles with 4,5-dichloro-1,2,3-dithiazolium chloride (Appel’s salt) to give original (Z)-3-(4-chloro-5H-1,2,3-dithiazol-5-ylidene)indolin-2-one derivatives, and new 2-mercapto-(2-oxoindolin-3-ylidene)acetonitriles via a dithiazole ring-opening reaction. The work described in this article represents further applications of Appel’s salt in the conception of novel heterocyclic rings, in an effort to access original bioactive compounds. Fifteen new compounds were prepared and fully characterized.

Autoren:   Letribot, Boris ; Delatouche, Régis ; Rouillard, Hervé ; Bonnet, Antoine ; Chérouvrier, Jean-René ; Domon, Lisianne ; Besson, Thierry ; Thiéry, Valérie
Journal:   Molecules
Band:   23
Ausgabe:   6
Jahrgang:   2018
Seiten:   1390
DOI:   10.3390/molecules23061390
Erscheinungsdatum:   08.06.2018
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