2989-63-1Relevant articles and documents
Pd-Catalyzed One-Pot Insertion Reaction of Cyclic C-Acylimines into Carbon-Carbon σ-Bonds for the Synthesis of Polyfunctional Indolin-3-ones from 2-Alkynyl Arylazides and Aryl Ketones
Li, Ping,Yong, Wanxiong,Sheng, Rong,Rao, Weidong,Zhu, Xinbao,Zhang, Xiaoxiang
, p. 201 - 207 (2019)
A method to prepare polyfunctional indolin-3-ones by Pd-catalyzed one-pot insertion reaction of cyclic C-acylimines into carbon-carbon σ-bonds is described. The reaction was accomplished in good to excellent yields under mild reaction conditions. (Figure presented.).
Ipso-substitution Reactions of 3-Substituted Indoles with Benzoyl t-Butyl Nitroxide
Berti, Corrado,Colonna, Martino,Greci, Lucedio,Marchetti, Leonardo,Perkins, M. John
, p. 694 - 695 (1981)
Reactions between benzoyl t-butyl nitroxide and certain 2-phenylindoles carrying a substituent at C-3 give 2-phenyl-3H-indol-3-one; 2-phenylindole itself gives compound (7).
Highly enantioselective electrosynthesis of C2-quaternary indolin-3-ones
Chen, Yu-Jue,Chen, Yuan,Ding, Xuan,Guan, Zhi,He, Yan-Hong,Lu, Fo-Yun
, p. 623 - 626 (2020/01/28)
A highly enantioselective and direct synthesis of C2-quaternary indolin-3-ones from 2-arylindoles by combining electrochemistry and organocatalysis is described. Excellent enantioselectivities (up to 99% ee) and diastereoselectivities (>20 : 1) can be obtained through anodic oxidation in combination with asymmetric proline-catalyzed alkylation in an undivided cell under constant-current conditions.
Selective synthesis of 2-indolyl-3-oxoindolines or 2-(2-aminophenyl)quinolines through Cu(II)- or Bi(III)-catalyzed tunable dimerizations of 2-alkynylanilines
Jia, Ruixue,Li, Bin,Zhang, Xinying,Fan, Xuesen
supporting information, p. 6810 - 6815 (2020/09/15)
A novel and selective synthesis of 2-indolyl-3-oxoindolines or 2-(2-aminophenyl)quinolines through tunable dimerizations of 2-alkynylanilines is presented. Mechanistically, the formation of 2-indolyl-3-oxoindolines involves a Cu(OAc)2/O2-promoted intramolecular cyclization of 2-alkynylaniline to give the required indole and 3H-indol-3-one intermediates followed by the indolylation of 3H-indol-3-one. On the other hand, the formation of 2-(2-aminophenyl)quinolines is believed to go through a Bi(OTf)3/MesCO2H-catalyzed intermolecular N-nucleophilic addition between two 2-alkynylaniline molecules to give an enamine intermediate followed by its intramolecular C-nucleophilic addition/annulation. Notable features of these new methods include easily obtainable substrates, economical catalysts and oxidant, controllable selectivity, and high versatility toward diverse products.