88097-40-9Relevant academic research and scientific papers
Copper-Catalyzed Asymmetric Propargylic Alkylation with Oxindoles: Diastereo- A nd Enantioselective Construction of Vicinal Tertiary and All-Carbon Quaternary Stereocenters
Xia, Jin-Tao,Hu, Xiang-Ping
supporting information, p. 1102 - 1107 (2020/02/15)
A copper-catalyzed asymmetric propargylic alkylation of propargylic acetates with 3-substituted oxindoles for the stereoselective construction of vicinal tertiary and all-carbon quaternary stereocenters in a 3,3-disubstituted oxindole skeleton has been realized. The reaction proceeded smoothly under the catalysis of Cu(MeCN)4PF6combined with a chiral tridentate ferrocenyl P,N,N ligand, leading to a broad range of optically active 3,3-disubstituted oxindoles in high yields and with excellent diastereo- A nd enantioselectivities.
Photoredox asymmetric catalytic enantioconvergent substitution of 3-chlorooxindoles
Jiang, Zhiyong,Li, Yunqiang,Qiao, Baokun,Zeng, Guangkuo,Zhao, Xiaowei
supporting information, p. 11362 - 11365 (2019/09/30)
An enantioconvergent substitution of 3-substituted 3-chlorooxindoles with N-aryl glycines under visible light irradiation is reported. A transition-metal-free cooperative catalysis platform with a dicyanopyrazine-derived chromophore (DPZ) as a photoredox catalyst and a chiral Br?nsted acid catalyst is effective for these transformations, which involve a single-electron transfer redox step and an enantioselective radical coupling. A variety of valuable chiral 3-aminomethylene-3-substituted oxindoles can be directly synthesized with high yields and enantioselectivities.
Palladium-catalyzed selective synthesis of 3-hydroxy-2-oxindoles via cascade C-H cycloaddition and oxidation of α-Aminoacetophenones
Liao, Yan-Yan,Xu, Li,Tang, Ri-Yuan,Zheng, Wen-Xu
, p. 4645 - 4650 (2019/02/01)
A novel method for the synthesis of 3-hydroxy-2-oxindole (3-hydroxyindolin-2-one) derivatives by palladium-catalyzed tandem C-H cycloaddition and oxidation of α-Aminoacetophenone has been developed. In the presence of Pd(OAc)2 and AgOAc, a variety of 3-hy
Palladium-catalyzed asymmetric allylic alkylation of 3-aryloxindoles with allylidene dipivalate: A useful enol pivalate product
Trost, Barry M.,Masters, James T.,Burns, Aaron C.
supporting information, p. 2260 - 2264 (2013/03/28)
Triple A: The catalytic asymmetric allylic alkylation (AAA) of 3-aryloxindoles with allylidene dipivalate is described. This reaction affords stable, synthetically useful enol pivalates in high yield and with excellent regio- and enantioselectivity. A broad range of substrates is tolerated, including unprotected and 3-heteroaryl nucleophiles. Copyright
Nickel-catalyzed intramolecular nucleophilic addition of aryl or vinyl chlorides to α-ketoamides through C-Cl bond activation
Hu, Jin-Xiu,Wu, Hao,Li, Chuan-Ying,Sheng, Wei-Jian,Jia, Yi-Xia,Gao, Jian-Rong
, p. 5234 - 5237 (2011/07/07)
Nickeleophilic addition! The first example of a nickel-catalyzed direct intramolecular nucleophilic addition of aryl or vinyl chlorides to α-ketoamides through C-Cl bond activation is reported, which takes place under mild reaction conditions (see scheme).
Copper-catalyzed arylation of indolin-2,3-ones with arylboronic acids
Zhang, Jilei,Chen, Jiuxi,Ding, Jinchang,Liu, Miaochang,Wu, Huayue
supporting information; experimental part, p. 9347 - 9351 (2011/12/14)
A convenient and efficient Cu(OTf)2-catalyzed arylation of indolin-2,3-ones with arylboronic acids using cheap 1,10-phenanthroline hydrate as ligand was developed under air atmosphere, achieving 3-aryl-3-hydroxy-2- oxindoles in good to excellen
Mo-catalyzed regio-, diastereo-, and enantioselective allylic alkylation of 3-aryloxindoles
Trost, Barry M.,Zhang, Yong
, p. 14548 - 14549 (2008/09/19)
A highly regio-, diastereo-, and enantioselective allylic alkylation reaction mediated by a chiral molybdenum catalyst has been developed as a novel entry into synthetically versatile 3-alkyl-3-aryloxindoles. Extremely bulky nucleophiles were employed to
Oxidation of Indoles with Lead Tetra-acetate and Hydrolysis of 1,2-Disubstituted Indol-3-yl Acetates
Sukari, Mohamed A.,Vernon, John M.
, p. 2219 - 2224 (2007/10/02)
Oxidation of some 1,2-disubstituted indoles with lead tetra-acetate gives the corresponding 3-acetoxy derivatives.Similar oxidation of ethyl indole-2-carboxylate affords an acetoxylated 3,3'-bi-indolyl product; methyl 1-methylindol-3-yl acetate is acetoxylated at the benzylic position of the side-chain.Alkaline hydrolysis of 1,2-disubstituted indol-3-yl acetates is accompanied by autoxidation and rearrangement to give dioxindoles, but hydrolysis of 2-ethoxycarbonyl-1-methylindol-3-yl acetate gives N,N'-dimethyl derivatives of indigo and indirubin.
