4036-15-1Relevant academic research and scientific papers
Alkoxylation Followed by Iodination of Oxindole with Alcohols Mediated by Hypervalent Iodine Reagent in the Presence of Iodine
Kotagiri, Rajendraprasad,Adepu, Ramesh
, p. 4556 - 4564 (2018)
Oxidative coupling of oxindole with alcohols followed by in situ iodination by using a PhI(OCOCF3)2/I2 system afforded 5-iodo-3-monoalkoxy and 5-iodo-3,3-di alkoxyoxindole in moderate to good yields. This method provides a new and transition metal-free synthesis of iodoalkoxy-substituted oxindoles in one pot from readily available oxindole under mild conditions.
Synergistic-Catalysis-Enabled Reaction of 2-Indolymethanols with Oxonium Ylides for the Construction of 3-Indolyl-3-Alkoxy Oxindole Frameworks
Ma, Chun,Zhou, Jia-Yu,Zhang, Yi-Zhu,Jiao, Yinchun,Mei, Guang-Jian,Shi, Feng
, p. 2549 - 2558 (2018)
A synergistic-catalysis-enabled reaction of 2-indolymethanols with oxonium ylides has been established that makes use of a three-component reaction between 3-diazooxindoles, alcohols, and 2-indolymethanols under the cooperative catalysis of a metal complex and a Br?nsted acid. This reaction has not only provided a new approach for the construction of 3-indolyl-3-alkoxy oxindole scaffolds by utilizing the C3-electrophilicity of an indole, but it is also the first example of a nucleophilic addition of a metal-associated ylide to 2-indolylmethanols. In addition, this reaction also includes a rarely reported trapping of onium ylides with aryl electrophiles.
Electrochemical Umpolung C-H Functionalization of Oxindoles
Pastor, Miryam,Vayer, Marie,Weinstabl, Harald,Maulide, Nuno
supporting information, p. 606 - 612 (2022/01/12)
Herein, we present a general electrochemical method to access unsymmetrical 3,3-disubstituted oxindoles by direct C-H functionalization where the oxindole fragment behaves as an electrophile. This Umpolung approach does not rely on stoichiometric oxidants and proceeds under mild, environmentally benign conditions. Importantly, it enables the functionalization of these scaffolds through C-O, and by extension to C-C or even C-N bond formation.
Selective Insertion of Alkynes into C-C σ Bonds of Indolin-2-ones: Transition-Metal-Free Ring Expansion Reactions to Seven-Membered-Ring Benzolactams or Chromone Derivatives
Wang, Mengdan,Yang, Yajie,Song, Bo,Yin, Liqiang,Yan, Shuhui,Li, Yanzhong
supporting information, p. 155 - 159 (2020/01/03)
An unprecedented ring expansion reaction of indolin-2-ones with alkynyl ketones under transition-metal-free conditions has been developed. Base-promoted selective cleavage of a C-C σ bond of the amide is the key in this process, which provides a straightf
