43024-03-9Relevant academic research and scientific papers
α-Oxo-Ketenimines from Isocyanides and α-Haloketones: Synthesis and Divergent Reactivity
Mamboury, Mathias,Wang, Qian,Zhu, Jieping
, p. 12744 - 12748 (2017/09/25)
The palladium-catalyzed reaction of α-haloketones with isocyanides afforded α-oxo-ketenimines through β-hydride elimination of the β-oxo-imidoyl palladium intermediates. Reaction of these relatively stable α-oxo-ketenimines with nucleophiles such as hydrazines, hydrazoic acid, amines, and Grignard reagent afforded pyrazoles, tetrazole, β-keto amidines, and enaminone, respectively, with high chemoselectivity. Whereas amines attack exclusively on the ketenimine functions, the formal [3+2] cycloaddition between N-monosubstituted hydrazines and α-oxo-ketenimines was initiated by nucleophilic addition to the carbonyl group.
Copper nitrate-catalyzed α -bromination of aryl ketones with hydrobromic acid
Wang, Jianqiang,Wang, Xiaolei,Niu, Zong-Qiang,Wang, Jian,Zhang, Man,Li, Jing-Hua
, p. 165 - 168 (2016/02/23)
An efficient method for α-bromination of aryl ketones, using the combination of molecular oxygen and aqueous hydrobromic acid as a brominating agent in the presence of the copper nitrate, has been developed. This catalytic system, which uses cheap and readily available reactants, shows good atom economy with water as the only by-product.
Synthesis and antimicrobial activity of a new class of methyleneamine- linked bis-heterocycles
Reddy, A. Babul,Hymavathi,Chandrasekhar,Naveen,Swamy, G. Narayana
experimental part, p. 1175 - 1180 (2011/11/06)
A new class of methyleneamine-linked bis-heterocycles that exhibit antimicrobial activity was synthesized. Bromination of 1 followed by condensation with thiourea gave 3. The reaction of 3 with propargyl bromide in dry toluene under inert atmosphere led to the formation of 4. Its subsequent reaction with different aromatic azides 5 using CuSO4.5H 2O-sodiumascorbate system in a 2:1 mixture of water and tert-butylalcohol yielded the title compounds 6a-j in good yields. The identities of these compounds were confirmed following elemental analysis, IR, 1H, 13C NMR, and mass spectral studies. All the title compounds exhibited pronounced in vitro antibacterial and antifungal activities.
A novel synthesis of arylpyrrolo[1,2-a]pyrazinone derivatives
Wang, Fei,Wang, Jiawei,Zhang, Shoufang
, p. 574 - 582 (2007/10/03)
Some aryl-2-methyl-1-pyrrolo[1,2-a]pyrazinones were designed and prepared to study the Structure-Activity Relationships (SAR) of pyrrolo[1,2-a]pyrazinone derivatives. With methyl pyrrole-2-carboxylate as the starting material, the title compounds were prepared through N-alkylation and two novel cyclizations. Eleven aryl-2-methyl-1-pyrrolo[1,2-a]pyrazinone derivatives not previously reported in the literature are presented in this paper. Some of them show potent anti-inflammatory and analgesic activities.
Concerning the reaction mechanism of the hydantoin synthesis according to Biltz, I: Proof of the intermediates
Schwenker,Guo,Bernhart
, p. 779 - 783 (2007/10/02)
The reaction mechanism of the rearrangement occurring during the hydantoin synthesis according to Biltz, proposed by Butler and Leitch, has been ascertained. The intermediate 3a, already proposed by Biltz, could be isolated out of the reaction mixture. Th
