78523-79-2Relevant academic research and scientific papers
Diversification of α-ketoamides: Via transamidation reactions with alkyl and benzyl amines at room temperature
Junaid, Qazi Mohammad,Kandasamy, Jeyakumar,Popuri, Sureshbabu,Sabiah, Shahulhameed,Singh, Shweta
, p. 7134 - 7140 (2021/08/30)
A wide range of N-tosyl α-ketoamides underwent transamidation with various alkyl amines in the absence of a catalyst, base, or additive. On the other hand, transamidation in N-Boc α-ketoamides was achieved in the presence of Cs2CO3. The reactions proceede
Rapid assembly of α-ketoamides through a decarboxylative strategy of isocyanates with α-oxocarboxylic acids under mild conditions
Huang, Junjie,Liang, Baihui,Chen, Xiuwen,Liu, Yifu,Li, Yawen,Liang, Jingwen,Zhu, Weidong,Tang, Xiaodong,Li, Yibiao,Zhu, Zhongzhi
supporting information, p. 4783 - 4787 (2021/06/11)
A simple and practical method for α-ketoamide synthesis via a decarboxylative strategy of isocyanates with α-oxocarboxylic acids is described. The reaction proceeds at room temperature under mild conditions without an oxidant or an additive, showing good substrate scope and functional compatibility. Moreover, the applicability of this method was further demonstrated by the synthesis of various bioactive molecules and different application examples through a two-step one-pot operation.
Synthesis of aliphatic α-ketoamides from α-substituted methyl ketones: Via a Cu-catalyzed aerobic oxidative amidation
Cha, Hyojin,Chai, Jin Young,Chi, Dae Yoon,Kim, Hyeong Baik
, p. 4320 - 4326 (2021/05/31)
α-Ketoamides are an important key functional group and have been used as versatile and valuable intermediates and synthons in a variety of functional group transformations. Synthetic methods for making aryl α-ketoamides as drug candidates have been greatly improved through metal-catalyzed aerobic oxidative amidations. However, the preparation of alkyl α-ketoamides through metal-catalyzed aerobic oxidative amidations has not been reported because generating α-ketoamides from aliphatic ketones with two α-carbons theoretically provides two distinct α-ketoamides. Our strategy is to activate the α-carbon by introducing an N-substituent at one of the two α-positions. The key to this strategy is how heterocyclic compounds such as triazoles and imidazoles affect the selectivity of the synthesis of the alkyl α-ketoamides. From this basic concept, and by optimizing the reaction and elucidating the mechanism of the synthesis of aryl α-ketoamides via a copper-catalyzed aerobic oxidative amidation, we prepared fourteen aliphatic α-ketoamides in high yields (48-84%). This journal is
Electrochemical Synthesis of α-Ketoamides under Catalyst-, Oxidant-, and Electrolyte-Free Conditions
Chen, Jin-Yang,Wu, Hong-Yu,Gui, Qing-Wen,Han, Xiao-Ran,Wu, Yan,Du, Kui,Cao, Zhong,Lin, Ying-Wu,He, Wei-Min
supporting information, p. 2206 - 2209 (2020/03/13)
A catalyst-, oxidant-, electrolyte-free method for the preparation of α-ketoamides through the direct electrochemical amidation of α-ketoaldehydes and amines with innocuous hydrogen as the sole byproduct at ambient temperature was developed. The present reaction features clean and mild conditions, excellent functional-group tolerance, and high atom economy and scalability, enabling facile applications in pharmaceutical chemistry.
Visible-Light Mediated Photooxidative Synthesis of α-Keto Amides
Monga, Aparna,Pandey, Amar Prakash,Sharma, Anuj
supporting information, p. 3554 - 3559 (2019/06/13)
Photocatalytic amidation of α-keto aldehydes is herein investigated. This transformation was achieved using rose bengal as photocatalyst at room temperature under ambient air and under irradiation of a 20 W white LED bulb. The method is mild, efficient an
Synthesis of α-Ketoamides from β-Ketonitriles and Primary Amines: A Catalyst-Free Oxidative Decyanation–Amidation Reaction
Zhang, Ya-Kai,Wang, Bin
, p. 5732 - 5735 (2019/08/27)
AN oxidative decyanation–amidation of β-ketonitriles and primary amines readily occurs using hydrogen peroxide sodium carbonate adduct (Na2CO3·1.5H2O2), K2CO3, and 1,4-dioxane. This reactio
Catalytic process for synthesizing ester compounds and amide compounds
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Page/Page column 34-37, (2017/09/15)
A catalytic process for synthesizing an ester compound, and a catalytic process for synthesizing an amide compound, wherein a solid-supported palladium catalyst is used to catalyze an alkoxycarbonylation reaction of an aryl halide to form the ester compound, or to catalyze an aminocarbonylation reaction of an aryl halide to form the amide compound. Various embodiments of each of the processes are also provided.
One pot synthesis of α-ketoamides from ethylarenes and amines: a metal free difunctionalization strategy
Ramanathan, Mani,Kuo, Chun-Kai,Liu, Shiuh-Tzung
, p. 11446 - 11453 (2016/12/16)
One-pot and metal free synthesis of α-ketoamides has been described through in situ generation of aryl ketones from easily available ethylarenes followed by amidation with various amines. This multiple oxidation protocol involves catalytic I2-pyridine-TBHP (t-butyl hydroperoxide) mediated oxidative benzylic carbonylation and sequential NaI-TBHP mediated oxidative amidation without using any solvent.
A palladium-bisoxazoline supported catalyst for selective synthesis of aryl esters and aryl amides: Via carbonylative coupling reactions
Ibrahim, Mansur B.,Suleiman, Rami,Fettouhi, Mohammed,El Ali, Bassam
, p. 78826 - 78837 (2016/09/09)
The catalytic synthesis of aryl esters and amides has been successfully achieved in the presence of the efficient palladium-bisoxazoline supported on Merrifield's resin (Pd-BOX-M). The palladium heterogeneous catalyst was prepared and characterized using various spectroscopic techniques. A bisoxazoline ligand having a suitable functional group (BOX-OH) was first synthesized, characterized, chemically supported on Merrifield's resin, and finally coordinated to palladium(ii) chloride. The catalytic activity and the recycling ability of the new palladium supported catalyst have been investigated in the alkoxycarbonylation and aminocarbonylation of various aryl iodides using different alkyl and aromatic alcohols and amines as nucleophiles. The palladium heterogeneous catalyst demonstrated excellent catalytic activity and very high recycling ability in the above two carbonylation reactions. The palladium heterogeneous catalysts showed an excellent stability under carbon monoxide and under the experimental conditions.
The syntheses of α-ketoamides vianBu4NI- catalyzed multiple sp3C-H bond oxidation of ethylarenes and sequential coupling with dialkylformamides
Du, Bingnan,Jin, Bo,Sun, Peipei
supporting information, p. 4586 - 4589 (2014/06/24)
The nBu4NI-catalyzed sequential C-O and C-N bond formation via multiple sp3C-H bond activation of ethylarenes, using N,N-dialkylformamide as the amino source, provided α-ketoamides with moderate yields. This journal is
