84039-66-7Relevant academic research and scientific papers
Visible-light-mediated direct access to α-ketoamides by dealkylative amidation of tertiary amines with benzoylformic acids
Zhang, Zhiguo,Liu, Fangnan,Chen, Jingwen,Zhou, Kai,Bao, Zongbi,Su, Baogen,Yang, Qiwei,Ren, Qilong,Yang, Yiwen
supporting information, (2019/10/02)
A visible-light induced direct amidation of benzoylformic acids with tertiary amines has been explored. Tertiary amines underwent N-dealkylative amidation with α-keto acid in the presence of [Ir{dFCF3ppy}2(bpy)]PF6 and Cs
Transition metal-free synthesis of α-ketoamides from arylmethyl ketones and alkylphosphoramides
Behera, Ahalya,Ali, Wajid,Tripathy, Manisha,Sahoo, Diptimayee,Patel, Bhisma K.
, p. 91308 - 91313 (2016/10/09)
A transition metal-free protocol has been developed for the synthesis of α-ketoamides from aryl methyl ketones and alkylphosphoramides in the presence of oxidant, aqueous tert-butyl hydroperoxide (TBHP). A series of aryl methyl ketones having both electron-donating as well as electron-withdrawing groups were successfully employed for the synthesis of their corresponding α-ketoamides using hexamethylphosphoramide and other alkylphosphoramides.
Novel Synthesis of α-Keto Esters and Amides by an sp3 C-H Oxidation of Nitromethyl Aryl Ketones Promoted by Ion-Supported (Diacetoxyiodo)benzene
Jiang, Xiaoying,Gan, Bing,Liu, Jiwei,Xie, Yuanyuan
supporting information, p. 2737 - 2741 (2016/11/25)
A simple and efficient method is described for the preparation of α-keto esters or amides from nitromethyl aryl ketones. In the presence of nucleophiles (alcohols or amines), the ion-supported (di-acetoxyiodo)benzene-promoted sp3 C-H oxidation of nitromethyl aryl ketones proceeded efficiently under mild conditions to give the corresponding α-keto esters and amides in moderate to good yields. This is the first reported use of (diacetoxyiodo)benzene in the synthesis of α-keto esters and amides. The reaction is ecofriendly and has the -advantages of mild conditions, short reaction times, and a recyclable reagent.
Room temperature copper-catalyzed oxidative amidation of terminal alkynes for the synthesis of α-ketoamides using: O -benzoyl hydroxylamines as aminating reagent and oxidant
Shen, Guodong,Zhao, Lingyu,Wang, Yichen,Zhang, Tongxin
, p. 78307 - 78310 (2016/09/09)
A novel and convenient copper-catalyzed oxidative amidation for the synthesis of α-ketoamides has been successfully developed, which uses easily available O-benzoyl hydroxylamines as aminating reagent and oxidant. The reaction proceeds smoothly at room temperature and is compatible with a range of substrates to give the desired products in moderate to good yields.
Aminocatalytic cross-coupling approach via iminium ions to different C-C bonds
Mupparapu, Nagaraju,Battini, Narsaiah,Battula, Satyanarayana,Khan, Shahnawaz,Vishwakarma, Ram A.,Ahmed, Qazi Naveed
supporting information, p. 2954 - 2960 (2015/02/05)
Given the attractive ability of iminium ions to functionalize molecules directly at ostensibly unreactive positions, the reactivity of iminium ions, in which an α CH2 group is replaced by C=O was explored. Background studies on the ability of such iminium cations to promote reactions via an iminium-catalyzed or iminium-equivalent pathway are apparently unavailable. Previously, tandem cross-coupling reactions were reported, in which an iminium ion undergoes nucleophilic 1,2-addition to give a putative three-component intermediate that abstracts a proton in situ and undergoes self-deamination followed by unprecedented DMSO/ aerobic oxidation to generate a-ketoamides. However, later it was observed that iminium ions can generate valuable α-ketoamides through simple aerobic oxidation. In all reactions, iminium ions were generated in situ by reaction of 2-oxoaldehydes with secondary amines.
Synthesis of α -Ketoamides by Copper-Catalyzed Reactions of Phenylacetic Acids with N,N -Dialkylformamides
Zhang, Lanping,Pu, Junnan,Ren, Jiayu,Li, Zhengkai,Xiang, Haifeng,Zhou, Xiangge
, p. 1848 - 1856 (2015/08/03)
A new synthetic approach for α-ketoamides was achieved by copper-catalyzed coupling reactions between N,N-dialkylformamides and phenylacetic acids. A variety of substrates were well tolerated to give yields of 46-87% (17 examples). A 13C-labeli
Metal-free tandem oxidative aryl migration and C-C bond cleavage: Synthesis of α-ketoamides and esters from acrylic derivatives
Liu, Le,Du, Liang,Zhang-Negrerie, Daisy,Du, Yunfei,Zhao, Kang
supporting information, p. 5772 - 5775 (2015/02/19)
A novel tandem metal-free oxidative aryl migration/C-C bond-cleavage reaction, mediated by hypervalent iodine reagent, has been discovered. The presented transformation provided straightforward access to important α-ketoamide and α-ketoester derivatives from readily available acrylic derivatives via a concerted process of 1,2-aryl shift concomitant with C-C bond cleavage.
Metal-free oxidative amidation of 2-oxoaldehydes: A facile access to α-ketoamides
Mupparapu, Nagaraju,Khan, Shahnawaz,Battula, Satyanarayana,Kushwaha, Manoj,Gupta, Ajai Prakash,Ahmed, Qazi Naveed,Vishwakarma, Ram A.
, p. 1152 - 1155 (2014/03/21)
A novel and efficient method for the synthesis of α-ketoamides, employing a dimethyl sulfoxide (DMSO)-promoted oxidative amidation reaction between 2-oxoaldehydes and amines under metal-free conditions is presented. Furthermore, mechanistic studies supported an iminium ion-based intermediate as a central feature of reaction wherein C1-oxygen atom of α-ketoamides is finally derived from DMSO.
Silver-catalyzed amidation of benzoylformic acids with tertiary amines via selective carbon-nitrogen bond cleavage
Zhang, Xiaobin,Yang, Wenchao,Wang, Lei
, p. 3649 - 3654 (2013/06/26)
A novel approach towards the synthesis of α-ketoamides using tertiary amines as nitrogen group sources via C-N bond cleavage has been developed. In the presence of Ag2CO3 and K2S 2O8, α-keto acids reacted with tertiary amines to afford the corresponding α-ketoamides in good yields. The Royal Society of Chemistry 2013.
A novel and metal-free approach towards α-ketoamides using a TBHP/I2-promoted tandem reaction of amines with β-diketones via C-C bond cleavage
Zhang, Xiaobin,Wang, Min,Zhang, Yicheng,Wang, Lei
, p. 1311 - 1316 (2013/03/13)
A novel approach towards the synthesis of α-ketoamides using a TBHP/I2-promoted tandem reaction of amines with β-diketones via C-C bond cleavage has been developed. This one-pot reaction proceeded well under metal-free conditions and generated
