Ru-Catalyzed dehydrogenative synthesis of antimalarial arylidene oxindoles?
Organic & Biomolecular Chemistry Pub Date: 2018-09-18 DOI: 10.1039/C8OB01852A
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.
Recommended Literature
- [1] Evolved polymerases facilitate selection of fully 2′-OMe-modified aptamers? Zhixia Liu,Tingjian Chen,Floyd E. RomesbergChem. Sci., 2017,8, 8179-8182 10.1039/C7SC03747C
- [2] Emerging investigator series: first-principles and thermodynamics comparison of compositionally-tuned delafossites: cation release from the (001) surface of complex metal oxides? Joseph W. Bennett,Diamond T. Jones,Blake G. Hudson,Joshua Melendez-Rivera,Robert J. Hamers,Sara E. MasonEnviron. Sci.: Nano, 2020,7, 1642-1651 10.1039/C9EN01304K
- [3] Distribution and ecological risk assessment of typical antibiotics in the surface waters of seven major rivers, China? Environ. Sci.: Processes Impacts, 2021,23, 1088-1100 10.1039/D1EM00079A
- [4] Excitable dynamics in the bromate–sulfite–ferrocyanide reaction J. Zagora,M. Vosla?,L. Schreiberová,I. SchreiberPhys. Chem. Chem. Phys., 2002,4, 1284-1291 10.1039/B110048C
- [5] Enantio- & chemo-selective preparation of enantiomerically enriched aliphatic nitro alcohols using Candida parapsilosis ATCC 7330 Sowmyalakshmi VenkataramanRSC Adv., 2015,5, 73807-73813 10.1039/C5RA13593A
- [6] Exchangeability of amino acid residues with similar physicochemical properties in coiled-coil interactions? Guiying Zhang,Maosheng Cheng,Yanni Li,Keliang Liu,Lifeng CaiChem. Commun., 2013,49, 11086-11088 10.1039/C3CC46560H
- [7] Emerging investigator series: heterogeneous reactions of sulfur dioxide on mineral dust nanoparticles: from single component to mixed components? Tao Wang,Yangyang Liu,Yue Deng,Hongbo Fu,Jianmin ChenEnviron. Sci.: Nano, 2018,5, 1821-1833 10.1039/C8EN00376A
- [8] Enabling non-flammable Li-metal batteries via electrolyte functionalization and interface engineering? Jing Yu,Yu-Qi Lyu,Jiapeng Liu,Mohammed B. Effat,Junxiong WuJ. Mater. Chem. A, 2019,7, 17995-18002 10.1039/C9TA03784E
- [9] Emulsion technologies for multicellular tumour spheroid radiation assays? Kay S. McMillan,Anthony G. McCluskey,Annette Sorensen,Marie Boyd,Michele ZagnoniAnalyst, 2016,141, 100-110 10.1039/C5AN01382H
- [10] Fe3O4 nanoparticle chains with N-doped carbon coating: magnetotactic bacteria assisted synthesis and high-rate lithium storage? Dan Yang,Yanping Zhou,Xianhong Rui,Jixin Zhu,Ziyang Lu,Eileen Fong,Qingyu YanRSC Adv., 2013,3, 14960-14962 10.1039/C3RA42116C
Journal Name:Organic & Biomolecular Chemistry
research_products
-
CAS no.: 89640-58-4