Ru-Catalyzed dehydrogenative synthesis of antimalarial arylidene oxindolesElectronic supplementary information (ESI) available. See DOI: 10.1039/c8ob01852a

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 d...

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Main Authors: Bisht, Girish Singh, Pandey, Akanksha M, Chaudhari, Moreshwar B, Agalave, Sandip G, Kanyal, Abhishek, Karmodiya, Krishanpal, Gnanaprakasam, Boopathy
Format: Article
Language:English
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Summary: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, H 2 and H 2 O. 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 IC 50 = 2.24 μM. Ru( ii )-NHC catalyzes α-olefination of 2-oxindole via dehydrogenative coupling of 2-oxindole and diaryl methanol to generate selectively antimalarial 3-(diphenylmethylene)indolin-2-one derivatives.
ISSN:1477-0520
1477-0539
DOI:10.1039/c8ob01852a