1310862-21-5Relevant articles and documents
Enantioselective Synthesis of 3-Substituted 3-Amino-2-oxindoles by Amination with Anilines
Yang, Wenkun,Dong, Pei,Xu, Jian,Yang, Jian,Liu, Xiaohua,Feng, Xiaoming
supporting information, p. 9272 - 9275 (2021/06/01)
A chiral N,N′-dioxide-nickel(II) complex-catalyzed asymmetric amination of 3-bromo-3-substituted oxindoles with anilines has been developed. A series of alkyl or aryl 3-amino-indolinones with quaternary stereocenters were obtained in high yields with excellent ee values in one step (up to 99 % yield, up to 96 % ee). The method provided a ready route to optically active intermediates of 3-amino-2-oxindole-based bioactive compounds. Moreover, a possible transition-state model is proposed so as to elucidate the origin of the chirality based on the X-ray crystal structure of the catalyst and the adduct.
Synthesis of enantiomerically enriched 3-amino-2-oxindoles through a palladium-mediated asymmetric intramolecular arylation of α-ketimino amides
Tolstoy, P?ivi,Lee, Samantha X.Y.,Sparr, Christof,Ley, Steven V.
supporting information, p. 4810 - 4813 (2013/01/15)
A highly efficient and enantioselective synthesis of 3-amino-2-oxindoles through a palladium-catalyzed asymmetric intramolecular arylation of R-ketimino amides using (R)-DiFluorPhos as the coordinating ligand is reported. This report constitutes the first