83393-60-6Relevant academic research and scientific papers
"on Water" Catalytic Aldol Reaction between Isatins and Acetophenones: Interfacial Hydrogen Bonding and Enamine Mechanism
Han, Jinsong,Zhang, Jin-Lei,Zhang, Wei-Qiang,Gao, Ziwei,Xu, Li-Wen,Jian, Yajun
, p. 7642 - 7651 (2019/06/17)
"On water" catalytic aldol reaction catalyzed by polyetheramine (D230) has been developed for easy access to 3-substituted 3-hydroxyindolin-2-ones through the reaction between various substituted isatins and acetophenones/cyclic ketones in high yields under room temperature. Systematic mechanism investigation uncovers the secret for the on water catalytic aldol reaction: comparison of the heterogeneous and homogeneous reaction circumstances with yields of 95 and 20%, respectively, indicates the on-water reaction dominating; interfacial hydrogen bonding between isatin with H2O is tested based on the downfield shift of the C2 and C3's 13C NMR signals when water was added to the CDCl3 solution of isatin; Lewis base polyetheramine D230 catalyzes the aldol reaction via the enamine mechanism verified by in situ NMR and ESI-MS analysis.
C U 2O-Catalyzed C(SP 3)-H/C(SP 3)-H Cross-Coupling Using TEMPO: Synthesis of 3-(2-Oxoalkyl)-3-hydroxyoxindoles
Wang, Baoshuang,Zhu, Jiayi,Wei, Yang,Luo, Guotian,Qu, Hongen,Liu, Liang-Xian
, p. 2841 - 2848 (2015/12/23)
A simple, convenient, and efficient oxidative cross-coupling reaction of oxindoles with ketones toward a variety of 3-(2-oxoalkyl)-3-hydroxyoxindoles in moderate to excellent yields has been developed. This transformation proceeds via a tandem oxidative cross-coupling by using 2,2,6,6-tetramethylpiperidine N-oxyl (TEMPO) in air as an environmentally benign oxidant. This methodology provides an alternative approach for the direct generation of all-carbon quaternary centers at the C3 position of oxindoles.
Catalyst-free aldol condensation of ketones and isatins under mild reaction conditions in DMF with molecular sieves 4 A as additive
Chen, Wen-Bing,Liao, Yu-Hua,Du, Xi-Lin,Zhang, Xiao-Mei,Yuan, Wei-Cheng
experimental part, p. 1465 - 1476 (2010/05/18)
In the presence of molecular sieve (MS) 4 A in DMF, a catalyst-free aldol condensation of a variety of aromatic and aliphatic ketones with isatins under mild reaction conditions has been developed. This approach may provide access to a wide range of 3-sub
Synthesis of Annulated Carbazoles from Indol-2,3-dione
Beccalli, Egle M.,Marchesini, Alessandro,Pilati, Tullio
, p. 4741 - 4758 (2007/10/02)
Reaction of ethyl chloroformate with 3-aroylmethylindol-2(3H)-ones 5 affords the ethyl 3--2-(ethoxycarbonyloxy)indole-1-carboxylates 6 from which the corresponding annulated carbazoles 10 are obtained via 6?-electro
Potential anticonvulsants. V. The condensation of isatins with C-acetyl heterocyclic compounds
Popp
, p. 589 - 592 (2007/10/02)
A number of C-acetyl heterocyclic compounds were condensed with isatin and substituted isatins to give a series of 3-hydroxy-3-substituted oxindoles. The products from 2-acetylfuran and isatin, 2-acetylthiophene and isatin, and 2-acetylpyridine and 1-meth
