22731-52-8Relevant academic research and scientific papers
Conformations of stilbene-like species and new method of energy partition
Yu, Zhong-Heng,Li, Lin-Tong,Fu, Wei,Li, Liang-Ping
, p. 2016 - 2028 (1998)
To understand the nature of π-electron delocalization, while questioning the abnormally large twist angle of N-benzylideneaniline, we prepared four stilbene-like species, (4-X-Ph)-CH=N-Ar (Ar = 2-pyridyl, X = -Cl, -NO2, -N(Me)2; Ar =
Base-mediated regioselective [3+2] annulation of ketenimines and isocyanides: Efficient synthesis of 1,4,5-trisubstituted imidazoles
Cai, Jinxiong,Bai, Haijie,Wang, Yuan,Xu, Xianxiu,Xie, Haiming,Liu, Jun
supporting information, p. 3821 - 3824 (2019/04/01)
A novel base-mediated regioselective [3+2] annulation of active methylene isocyanides with ketenimines has been developed. In the presence of t-BuOK, a wide range of ketenimines readily react with active methylene isocyanides in DMF at 40 °C to afford 1,4
Preparation of 1,2,5-Trisubstituted 1H-Imidazoles from Ketenimines and Propargylic Amines by Silver-Catalyzed or Iodine-Promoted Electrophilic Cyclization Reaction of Alkynes
Zhou, Xiaorong,Jiang, Zheng,Xue, Lexing,Lu, Ping,Wang, Yanguang
, p. 5789 - 5797 (2015/09/15)
From readily available propargylic amines, 1,2,5-trisubstituted imidazoles are efficiently obtained through a cascade reaction catalyzed by AgOTf or promoted by molecular iodine. The AgOTf-catalyzed reaction involves nucleophilic addition of propargylic amine to ketenimine, a silver-catalyzed electrophilic cyclization reaction of alkyne, and a tautomerism/isomerism/metal-H exchange cascade. The iodine-mediated counterpart yields 5-formyl-1,2-disubtituted imidazoles, which presumably includes a cascade hydrolysis/oxidation reaction. Furthermore, the presented protocol can be scaled up and the resultant 1,2,5-trisubstituted imidazole can be converted into fused indeno[1,2-d]imidazole. 1,2,5-Trisubstituted imidazoles are efficiently prepared from readily available propargylic amines through a AgOTf-catalyzed or molecular iodine-promoted cascade reaction. The presented protocol can be scaled up and the resultant 1,2,5-trisubstituted imidazoles can be converted into fused indeno[1,2-d]imidazoles.
Electronic, steric and acid-base effects on the anodic oxidation of aryl-substituted ketene imines
Becker,Shakkour
, p. 6285 - 6298 (2007/10/02)
Aryl-substituted ketene imines (1a-1i) have been studied both in dichloromethane and acetonitrile by cyclic voltammetry. In addition to the multi-annulated heterocycles products of type 2-4 previously obtained by ketene imines 1a-1d, the anodic oxidation of ketene imines containing electron-withdrawing substituents and electron-donating substituents at the ortho position, affords also monocyclic dimers of type 5 (from 1e-1f) and of type 6 (from 1h-1i). The results are discussed in terms of both electronic and steric effects.
