Stereo/regio-selective access to substituted 3-hydroxy-oxindoles with anti-proliferative assessment and <i>in silico</i> validation
نویسندگان
چکیده
Anti-proliferative evaluation and in silico validation of synthesized substituted-3-hydroxy-2-oxindoles.
منابع مشابه
Dioxindole in asymmetric catalytic synthesis: direct access to 3-substituted 3-hydroxy-2-oxindoles via 1,4-additions to nitroalkenes.
The asymmetric Michael addition of dioxindoles to β-substituted nitroalkenes is reported. The bifunctional primary amine-thiourea A, by means of a non-covalent-based mode of catalysis, secures direct access to 3-substituted 3-hydroxyoxindole derivatives with high stereocontrol.
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An organocatalytic conjugate addition of prochiral 3-fluorinated oxindoles to vinyl sulfones was described for the first time. In the presence of bifunctional tertiary amine-thiourea catalysts, 3-fluoro-3-substituted oxindole adducts were obtained in excellent yields and with high enantiomeric excesses.
متن کاملHighly chemoselective synthesis of dimeric 2-oxindoles with a C-3/C-5' linkage via Friedel-Crafts alkylations of 2-oxindoles with 3-hydroxy-2-oxindoles.
Simple and convenient Lewis acid-catalyzed Friedel-Crafts alkylations of 2-oxindoles as electron rich aromatics with 3-hydroxy-2-oxindoles as electron deficient partners have been developed. The reaction afforded a variety of dimeric 2-oxindoles with a C-3/C-5' linkage having an all-carbon quaternary center at the pseudobenzylic position in high yields.
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A chitosan aerogel catalyzed asymmetric aldol reaction of ketones with isatins in the presence of water is described. This protocol was found to be environmentally benign, because it proceeds smoothly in water and the corresponding aldol products were obtained in excellent yields with good enantioselectivities.
متن کاملEnantioselective organocatalytic oxyamination of unprotected 3-substituted oxindoles.
An enantioselective α-oxyamination of unprotected 3-substituted oxindoles with nitrosobenzene catalyzed by tertiary amine-thiourea bifunctional organocatalysts has been developed and affords the corresponding 3-amino-2-oxindole derivatives in good yields and with moderate to excellent enantioselectivities (up to > 99.9 : 0.1 er when the product is isolated by direct filtration from the reaction...
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ژورنال
عنوان ژورنال: RSC Advances
سال: 2023
ISSN: ['2046-2069']
DOI: https://doi.org/10.1039/d3ra05869g