1463045-65-9Relevant academic research and scientific papers
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.
Lewis-Acid-Catalysed Reaction of 3-Hydroxy-2-oxindoles with Terminal Alkynes: Synthetic Approaches to the Pyrroloindoline Alkaloids
Kinthada, Lakshmana K.,Babu, K. Naresh,Padhi, Dikshaa,Bisai, Alakesh
, p. 3078 - 3091 (2017/06/20)
Lewis-acid-catalysed reaction of 3-hydroxy-2-oxindoles with a variety of terminal alkynes has been developed. The key step involves alkylation of 3-aryl (or) 3-alkyl, 3-hydroxyoxindoles with terminal alkyne as π-electron-rich system to give a variety of 2-oxindoles with an all-carbon quaternary centre. On further extension of this method, a variety of spiro-2-oxindoles have been synthesized in high yields. The aforementioned methodology has been used in addressing the cyclotryptamine alkaloids linked with aryl group at the pseudobenzylic position.
Acid-catalyzed reactions of 3-hydroxy-2-oxindoles with electron-rich substrates: Synthesis of 2-oxindoles with all-carbon quaternary center
Kinthada, Lakshmana K.,Ghosh, Santanu,De, Subhadip,Bhunia, Subhajit,Dey, Dhananjay,Bisai, Alakesh
, p. 6984 - 6993 (2013/10/08)
A Lewis acid catalyzed reaction of in situ generated 2H-indol-2-one (9) with various 2π and other electron-rich substrates has been developed. A variety of electron-rich substrates such as allyl/methallyltrimethylsilane, phenylacetylene, styrenes, acetophenone, and indoles have been used. The methodology provides a straightforward approach for the synthesis of 2-oxindoles with an all-carbon quaternary center at the pseudobenzylic position.
