4732-66-5Relevant articles and documents
Synthesis and X-ray structure of N-phenyl phenylglyoxamide
Boryczka, Stanislaw,Suwinska, Kinga,Le Guillanton, Georges,Do, Quang Tho,Elothmani, Driss
, p. 555 - 560 (1998)
The title compound (C14H11NO2) is monoclinic with a = 13.579(2), b = 5.297(1), c = 16.455(2) A, β = 98.11(2)°, Z = 4, and space group P21/n. The significant structural features lie in the two carbonyl groups of the glyoxamide which are oriented antiperiplanar to each other [-163.6(3)°]. The central bond C(1)-C(2) is 1.545(4) A. The observed conformation is stabilized by intramolecular hydrogen bonds.
A novel synthesis of diversely functionalized 1,2,4-triones through the homo- and cross-coupling reactions of β-keto sulfoxonium ylides
Chen, Xi,Wang, Muhua,Zhang, Xinying,Fan, Xuesen
, (2020)
A novel synthesis of functionalized 1,2,4-triones via an oxidative homo-coupling of β-keto sulfoxonium ylides is presented. Preliminary mechanistic study reveals that the formation of the 1,2,4-trione product involves the in situ generation of an α-keto aldehyde intermediate via Cu(II)-promoted oxidative decomposition of β-keto sulfoxonium ylide followed by its coupling with the second molecule of ylide. Based on this intrinsic mechanism, a formal cross-coupling reaction was designed and successfully realized, from which more diversely functionalized 1,2,4-triones were synthesized with high efficiency. Compared with literature methods, notable features of this novel synthetic protocol include easily accessible and safe substrates, excellent functional group tolerance, convenient procedure, mild reaction conditions, and ready scalability.
A Pd-catalyzed one-pot cascade consisting of C-C/C-O/N-N bond formation to access benzoxazine fused 1,2,3-triazoles
Soam, Pooja,Gaba, Hashmita,Mandal, Debasish,Tyagi, Vikas
, p. 9936 - 9945 (2021/12/07)
A Pd-catalyzed one-pot cascade consisting of C-C/C-O/N-N bond formation to access clinically important fused 1,2,3-triazoles using N-aryl-α-(tosylhydrazone)acetamides with isocyanide has been developed. Besides, various substitutions on the N-aryl part of
Desulfurizing agent for thioamides
Polushina,Zavarzin,Krayushkin,Rodionova,Yarovenko
, p. 383 - 385 (2021/03/03)
Thioamides treated with thionyl chloride in an ionic liquid were successfully converted into amides.
Synthetic method of alpha-keto amide compound
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Paragraph 0069-0074, (2020/09/23)
The invention discloses a synthesis method of an alpha-keto amide compound, which comprises the following steps: mixing a benzoyl azide compound as shown in a chemical formula I with a benzoyl formicacid compound as shown in a chemical formula II, and reacting to obtain an alpha-keto amide compound as shown in a chemical formula III; in the formula, R1 is a monosubstituted or polysubstituted group on a benzene ring; R2 is a group that is not H; the synthesis method can be used for efficiently synthesizing the functionalized alpha-ketoamide compound, has the advantages of simple synthesis steps, safety in operation, good compatibility of the synthesis method to functional groups and high atom economy, and is easy for industrial synthesis.
Synthesis of α-ketoamides using potassium superoxide (KO2) as an oxidizing agent
Vasudevan,Routholla, Ganesh,Teja Illa, Giri,Reddy, D. Srinivasa
, (2020/05/25)
A simple and convenient method for the synthesis of α-ketoamides by the oxidation of aryl acetamides using potassium superoxide (KO2) as an oxidizing agent is disclosed here. The scope of the developed method is successfully tested with fifteen substrates. In addition, the utility of method has been demonstrated by synthesizing an orexin receptor antagonist, a medicinally interesting compound.
Ru-g-C3N4as a highly active heterogeneous catalyst for transfer hydrogenation of α-keto amide into β-aminol or α-hydroxyl amide
Bhanage, Bhalchandra M.,Chaurasia, Shivkumar R.,Mishra, Ashish A.
supporting information, p. 10578 - 10585 (2020/07/14)
This work reports a sustainable route for the catalytic transfer hydrogenation (CTH) of α-keto amide into β-aminol via an efficient heterogeneous catalyst wherein ruthenium is incorporated on an active graphite sheet of a carbon nitride support (Ru-g-C3N4). Other different metals like Ni or Pd were also screened with the same support but none of them showed efficient activity. Although, partial hydrogenation of ketone to alcohol has also been observed based on the optimization of the reaction parameters using all of the above catalysts. The catalyst has been characterized using field emission gun scanning electron microscopy (FEG-SEM), X-ray diffraction (XRD), X-ray photoelectron spectroscopy (XPS), infra-red (IR) spectroscopy and thermogravimetric analysis (TGA). Furthermore, the catalyst has been recycled and further characterized and does not show any significant changes in its reactivity for the CTH process. Ru-g-C3N4 as a recyclable heterogenous catalyst has been used for the first time for the CTH of α-keto amide into β-aminol, making the process sustainable because economical and environmentally benign isopropyl alcohol is used as a solvent system. The proposed catalytic system shows a wide scope of substrates for α-hydroxyamide and β-aminol derivatives, which were confirmed from 1H and 13C-NMR. This journal is
Catalyst- and Additive-Free Chemoselective Transfer Hydrogenation of α-Keto Amides to α-Hydroxy Amides by Sodium Formate
Hao, Feiyue,Gu, Zhenyu,Liu, Guyue,Yao, Wubing,Jiang, Huajiang,Wu, Jiashou
, p. 5985 - 5991 (2019/09/10)
A catalyst- and additive-free chemoselective transfer hydrogenation of α-keto amides to α-hydroxy amides is easily achieved by using sodium formate as a hydrogen source. The utility of this method is demonstrated by gram-scale synthesis and transformation of the resultant α-hydroxy amides into polysubstituted acetamides and 2-arylindole derivatives. Control experiments suggest that the NH group of α-keto amides is crucial for the chemoselective reduction through the formation of hydrogen bonds.
Pd(OAc)2-Catalyzed Asymmetric Hydrogenation of α-Iminoesters
Chen, Jianzhong,Li, Feilong,Wang, Fang,Hu, Yawen,Zhang, Zhenfeng,Zhao, Min,Zhang, Wanbin
supporting information, p. 9060 - 9065 (2019/11/19)
An efficient Pd(OAc)2-catalyzed asymmetric hydrogenation of α-iminoesters was realized for the first time at 1 atm hydrogen pressure and room temperature. Pd(OAc)2, a less expensive Pd salt with low toxicity, was found to be the most suitable catalyst precursor rather than Pd(TFA)2 which is usually the catalyst of choice for homogeneous asymmetric hydrogenation. The chiral α-arylglycine fragments are widely found in many chiral products and bioactive molecules.
Synthesis and Properties of 1-Acyl Triazenes
Landman, Iris R.,Acu?a-Bolomey, Emilio,Scopelliti, Rosario,Fadaei-Tirani, Farzaneh,Severin, Kay
, p. 6408 - 6412 (2019/09/06)
1-Acyl triazenes can be prepared by acid-catalyzed hydration, gold/iodine-catalyzed oxidation, or oxyhalogenation of 1-alkynyl triazenes. Crystallographic analyses reveal a pronounced effect of the acyl group on the electronic structure of the triazene fu
