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Issue 39, 2018
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Ru-Catalyzed dehydrogenative synthesis of antimalarial arylidene oxindoles

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Abstract

Ru(II)-NHC catalyzes α-olefination of 2-oxindoles using diaryl methanols in the absence of an acceptor. A wide array of symmetrical and unsymmetrical diaryl methanols undergoes dehydrogenative coupling with 2-oxindole selectively to generate various substituted 3-(diphenylmethylene)indolin-2-one derivatives in good yields and produces environmentally benign by-products, H2 and H2O. This methodology was successfully applied for the synthesis of a bioactive drug i.e. TAS-301. The biological activities of the synthesized 3-(diphenylmethylene)indolin-2-one derivatives were screened against the Plasmodium falciparum parasite and found to exhibit a significant activity with IC50 = 2.24 μM.

Graphical abstract: Ru-Catalyzed dehydrogenative synthesis of antimalarial arylidene oxindoles

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Publication details

The article was received on 31 Jul 2018, accepted on 18 Sep 2018 and first published on 18 Sep 2018


Article type: Paper
DOI: 10.1039/C8OB01852A
Citation: Org. Biomol. Chem., 2018,16, 7223-7229
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    Ru-Catalyzed dehydrogenative synthesis of antimalarial arylidene oxindoles

    G. S. Bisht, A. M. Pandey, M. B. Chaudhari, S. G. Agalave, A. Kanyal, K. Karmodiya and B. Gnanaprakasam, Org. Biomol. Chem., 2018, 16, 7223
    DOI: 10.1039/C8OB01852A

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