70758-64-4Relevant academic research and scientific papers
Synthesis of 1,3-diaryl-spiro[azetidine-2,3′-indoline]-2′,4-diones: Via the Staudinger reaction: Cis - Or trans -diastereoselectivity with different addition modes
Beloglazkina, Elena,Filatov, Vadim,Kukushkin, Maksim,Kuznetsova, Juliana,Majouga, Alexander,Skvortsov, Dmitry,Tafeenko, Viktor,Zyk, Nikolay
, p. 14122 - 14133 (2020/04/23)
A new synthetic approach for realizing biologically relevant bis-aryl spiro[azetidine-2,3′-indoline]-2′,4-diones was developed based on Staudinger ketene-imine cycloaddition through the one-pot reaction of substituted acetic acids and Schiff bases in the presence of oxalyl chloride and an organic base. A series of [azetidine-2,3′-indoline]-2′,4-diones were synthesized using this method. For comparison, the same compounds were obtained using a known technique, where ketene is generated from pre-synthesized acyl chloride. It was shown that the use of oxalyl chloride for ketene generation in the one-pot reaction at room temperature allows for the reversal of the diastereoselectivity of spiro-lactam formation, unlike previously described procedures.
Imidazolylpyridine-In(OTf)3 catalyzed enantioselective allylation of ketimines derived from isatins
Chen, Tingting,Cai, Chun
supporting information, p. 5019 - 5022 (2016/06/14)
An enantioselective In(OTf)3-catalyzed allylation of ketimines derived from isatins in the presence of an imidazolylpyridine ligand is described. The reaction proceeded smoothly under mild conditions and resulted in 3-allyl 3-aminooxindoles with good yields and moderate to excellent enantioselectivities (up to 97% ee).
Diastereoselective Construction of 3-Aminooxindoles with Adjacent Stereocenters: Stereocontrolled Addition of γ-Substituted Allylindiums to Isatin Ketimines
Aslam, Nayyar Ahmad,Babu, Srinivasarao Arulananda,Rani, Soniya,Mahajan, Shivam,Solanki, Jagmohan,Yasuda, Makoto,Baba, Akio
, p. 4168 - 4189 (2015/06/30)
The diastereoselective construction of 3-allyl-3-aminooxindoles that have two adjacent stereocenters has been achieved by the In-promoted Barbier-type addition of γ-substituted allylic halides to the C=N bond of isatin ketimines. The reactions of cinnamyl
Synthesis of 1′-aryl-2′-(2-oxoindolin-3-yl)spiro[indoline-3, 5′-pyrroline]-2,3′-dione via one-pot reaction of arylamines, acetone, and isatins
Sun, Yan,Sun, Jing,Yan, Chao-Guo
supporting information; experimental part, p. 3647 - 3649 (2012/09/22)
An efficient synthetic method for 1′-aryl-2′-(2-oxoindolin-3- yl)spiro[indoline-3,5′-pyrroline]-2,3′-diones was successfully developed via the one-pot domino reaction of arylamines, acetone, and isatins in acetic acid. The reaction mechanism involved the
Synthesis and antibacterial screening of hydrazones, Schiff and Mannich bases of isatin derivatives
Sridhar, Seshaiah Krishnan,Saravanan, Muniyandy,Ramesh, Atmakuru
, p. 615 - 625 (2007/10/03)
Schiff bases and hydrazones of substituted isatins (1-28) were prepared by reacting isatin and aromatic primary amines/hydrazines. A new series of the corresponding N-Mannich base (29-35) was synthesised by reacting them with formaldehyde and diphenyl ami
Reactions of 3-Arylimino-2-Indolinones with p-Substituted Phenylthiosemicarbazides
Varma, Rajendra S.,Garg, Pradeep K.
, p. 980 - 981 (2007/10/02)
3-Arylimino-2-indolinones (II) have been prepared by the condensation of isatins (I) with anilines.Reactions of II with p-substituted phenylthiosemicarbazides have resulted (in every instance) in the displacement of arylimino groups by the phenylthiosemic
