6942-03-6Relevant academic research and scientific papers
Asymmetric Transfer Hydrogenation: Dynamic Kinetic Resolution of α-Amino Ketones
Gediya, Shweta K.,Clarkson, Guy J.,Wills, Martin
, p. 11309 - 11330 (2020/10/12)
A series of α-amino ketones were reduced using asymmetric transfer hydrogenation (ATH) through a dynamic kinetic resolution (DKR). The protecting group was matched to the reducing agent, and following optimization, a series of substrates were investigated, giving products in high diastereoselectivity, over 99% ee in several cases and full conversion. The methodology was applied to the enantioselective synthesis of an MDM2-p53 inhibitor precursor.
Palladium-Catalyzed C-N Bond Cleavage of 2 H-Azirines for the Synthesis of Functionalized α-Amido Ketones
Xu, Fen,Si, Xiao-Ju,Song, Yuan-Yuan,Wang, Xing-Dong,Liu, Chun-Sen,Geng, Peng-Fei,Du, Miao
, p. 2200 - 2208 (2019/05/16)
A Pd-catalyzed ring-opening reaction of 2H-azirines with carboxylic acids was developed. This reaction undergoes nucleophilic addition between 2,3-diaryl-2H-azirines and carboxylic acids followed by C-N single-bond cleavage and a subsequent thermal rearrangement. This method enables the rapid construction of valuable α-amido ketone derivatives with high atomic efficiency and superb functional group tolerance.
Method for synthesizing alpha-amino ketone derivatives
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Paragraph 0139-0145, (2019/01/14)
The invention discloses a method for synthesizing alpha-amino ketone derivatives. The method is characterized in that a series of alpha-amino ketone derivatives are obtained by providing a mixed reaction system containing 2H-aziridine, carboxylic acid com
Cross-coupling of aromatic aldehydes with n-(Amidobenzyl)benzotriazoles: An alternative route to α-amidoketones
Waengdongbung, Wijitra,Nontakitticharoen, Mongkol,Hahnvajanawong, Viwat
, p. 838 - 844 (2018/11/06)
Background: Several transition-metal-catalyzed reactions have been used to synthesize biologically active α-amidoketones. These approaches involve inconvenient conditions or expensive catalysts. Alternative attempts based on transition-metal-free catalyst
Catalytic transformation of esters of 1,2-azido alcohols into α-amido ketones
Kim, Yongjin,Pak, Han Kyu,Rhee, Young Ho,Park, Jaiwook
supporting information, p. 6549 - 6552 (2016/06/01)
The esters of 1,2-azido alcohols were transformed into α-amido ketones without external oxidants through the Ru-catalyzed formation of N-H imines with the liberation of N2 followed by intramolecular migration of the acyl moiety. A wide range of α-amido ketones were obtained, and one-pot transformation into the corresponding oxazoles (or a thiazole) was demonstrated.
Poly(4-vinylpyridine)-supported dual acidic ionic liquid: A novel heterogeneous catalyst for the synthesis of β-Acetamido ketones
Boroujeni, Kaveh Parvanak,Taheri, Somayeh,Seyfipour, Giti
, p. 84 - 88 (2013/11/06)
Asupported dual acidic ionic liquid catalystwas easily prepared from its startingmaterials and used as an environmentally friendly heterogeneous catalytic system for the synthesis of β-acetamido ketones from the four-component condensation of an aromatic aldehyde with acetophenone, acetyl chloride, and acetonitrile at room temperature. This catalyst was also applied as an efficient catalyst for the synthesis of α-aminophosphonates. The catalyst favorably combines the properties of ionic liquids and advantages of solid supports and is recoverable without loss in its catalytic activity. Copyright Taylor & Francis Group, LLC.
Modular synthesis of tetrasubstituted imidazoles and trisubstituted oxazoles by aldimine cross-coupling
Kison, Coralie,Opatz, Till
experimental part, p. 843 - 845 (2009/06/28)
A study was conducted to demonstrate the synthesis of tetrasubstituted imidazoles and trisubstituted oxazoles by aldimine cross-coupling reaction. The method involved 1,2-addition of easily available deprotonated N-monosubstituted α-aminotitriles to aldim
Asymmetric induction in the neber rearrangement of simple ketoxime sulfonates under phase-transfer conditions: Experimental evidence for the participation of an anionic pathway
Ooi, Takashi,Takahashi, Makoto,Doda, Kanae,Maruoka, Keiji
, p. 7640 - 7641 (2007/10/03)
Phase-transfer catalysis has been successfully utilized for the Neber rearrangement of simple ketoxime sulfonates. For instance, treatment of (Z)-1a with p-toluenesulfonyl chloride (1.2 equiv), tetrabutylammonium bromide (5 mol %) and MeOH (10 equiv) in t
Synthesis, structure, and photophysical properties of polyarylated imidazoles and oxazoles
Buttke, Klaus,Baumgaertel, Helmut,Niclas, Hans-Joachim,Schneider, Matthias
, p. 721 - 728 (2007/10/03)
23 tetraphenylimidazoles 1,2 and 11 triphenyl-oxazoles 4,5 with amino, nitro, methoxy, hydroxy, or halogeno substituants chiefly in the para position were prepared. The absorption and fluorescence emission properties were investigated in ethanolic solution. The effects of the substituents in 1,2 on the spectral shifts show that the arrangement of the phenyl rings in 1 position is not coplanar in relation to the heterocycle whereas the phenyl rings in 2 position are more coplanar. The spectral changes of compound 2a in solvents of various polarity (dielectric constants 2,02-47,24) are almost negligible. The Stokes shift is moderately increased. A remarkable increase in the fluorescence quantum yield is observed by chlorine substitution in phenyl ring 2.
