67271-31-2Relevant academic research and scientific papers
Oxindole synthesis by direct C-H, Ar-H coupling
Perry, Alexis,Taylor, Richard J. K.
, p. 3249 - 3251 (2009)
A novel copper(ii)-mediated route for the conversion of anilides into 3,3-disubstituted-oxindoles is described which proceeds via a formal C-H, Ar-H coupling process.
Green synthesis method of 3,3-disubstituted-2-oxindole
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Paragraph 0038-0044, (2019/12/29)
The invention provides a green synthesis method of 3,3-disubstituted-2-oxindole. The method comprises the following steps: reacting N-nitrosoarylamine with ketene at room temperature by using water asa solvent in the presence of a metal salt and an alkali
Co(III)-Catalyzed Coupling-Cyclization of Aryl C-H Bonds with α-Diazoketones Involving Wolff Rearrangement
Hu, Xinwei,Chen, Xun,Shao, Youxiang,Xie, Haisheng,Deng, Yuanfu,Ke, Zhuofeng,Jiang, Huanfeng,Zeng, Wei
, p. 1308 - 1312 (2018/02/14)
An unusual cobalt(III)-catalyzed cross-coupling/cyclization of aryl C-H bonds of N-nitrosoanilines with α-diazo-β-ketoesters has been achieved. This protocol features a unique combination of Csp2-H activation/Wolff rearrangement process, allowing for the rapid assembly of quaternary 2-oxindoles. The empirical evidence and density functional theory (DFT) calculations reveal the trapping process of transient acceptor ketene intermediates by cobalt metallocycles.
Multiple Aryne Insertions into Oxindoles: Synthesis of Bioactive 3,3-Diarylated Oxindoles and Dibenzo[b,e]azepin-6-ones
Samineni, Ramesh,Bandi, Chandramohan Reddy C.,Srihari, Pabbaraja,Mehta, Goverdhan
supporting information, p. 6184 - 6187 (2016/12/09)
An aryne insertion cascade reaction on oxindoles has been observed and constitutes a convenient one pot preparation of bioactive di- and triarylated oxindoles in good yields under mild conditions. A temperature controlled reaction switch enables ready access to dibenzo[b,e]azepin-6-one derivatives employing the same reaction regime. This tactic has been extended to a short synthesis of potent antiulcer agent darenzepine.
Synthesis of Quaternary 3,3-Disubstituted 2-Oxindoles from 2-Substituted Indole Using Selectfluor
Jiang, Xiaojian,Yang, Junjie,Zhang, Feng,Yu, Pei,Yi, Peng,Sun, Yewei,Wang, Yuqiang
supporting information, p. 3154 - 3157 (2016/07/13)
A facile method to construct quaternary 3,3-disubstituted 2-oxindole from 2-substituted indole without a catalyst in mild conditions is developed. A mechanistic study suggests that an iminium-intermediate-triggered 1,2-rearrangement is involved, and a tra
