Ru-Catalyzed dehydrogenative synthesis of antimalarial arylidene oxindoles
Girish Singh Bisht1, Akanksha M Pandey, Moreshwar B Chaudhari
1Department of Chemistry, Indian Institute of Science Education and Research, Pune-411008, India. gnanaprakasam@iiserpune.ac.in.
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.
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