1389334-27-3Relevant articles and documents
Copper-catalyzed one-pot synthesis of α-ketoamides from 1-arylethanols
Sharma, Nidhi,Kotha, Surya Srinivas,Lahiri, Nabajit,Sekar, Govindasamy
, p. 726 - 736 (2015)
A copper-catalyzed one-pot strategy for the synthesis of α-ketoamides from 1-arylethanols is described. This triple oxidation of 1-arylethanols involves alcohol oxidation, sp3 C-H oxidation, and oxidative amidation with amines. The protocol is highly efficient, delivering α-ketoamides in good to excellent yields.
Cu-Catalyzed aerobic oxidative cleavage of C(sp3)–C(sp3) bond: Synthesis of α-ketoamides
Fang, Zheng,Guo, Kai,Liu, Chengkou,Yang, Man,Zhang, Jingming
supporting information, (2020/11/02)
A novel synthesis of α-ketoamides from Cu-catalyzed aerobic oxidative C(sp3)–C(sp3) bond cleavage of hydrocinnamaldehydes has been developed. Readily available and environmentally benign oxygen is used as the oxidant. This reaction avoids the use of noble metal catalysts or specialized oxidants, and chemoselectively yields α-ketoamide. Moreover, based on various control experiments, a reasonable mechanism is proposed.
Solvent-free one-pot oxidation of ethylarenes for the preparation of α-ketoamides under mild conditions
Liu, Fuyan,Zhang, Kuan,Liu, Yanfeng,Chen, Shan,Chen, Yiping,Zhang, Dela,Lin, Chunfu,Wang, Bo
, p. 7158 - 7162 (2017/02/05)
Here we developed a highly efficient solvent-free, one-pot procedure for synthesizing α-ketoamides from ethylarenes and amines, by oxidizing a C-H bond sp3 center. A copper catalyst was employed, and the reactions proceeded smoothly at ambient temperatures. Most of the tested ethylarenes and amines were successfully converted to their corresponding α-ketoamides in moderate to excellent yields of up to 93% with three equivalents of the oxidant tert-butyl hydroperoxide.
I2-promoted aerobic oxidative coupling of acetophenes with amines under metal-free conditions: Facile access to α-ketoamides
Guo, Shiyu,Fang, Zheng,Yang, Zhao,Liu, Chengkou,Dai, Zhongxue,Zhao, Lihuan,Guo, Kai
, p. 1503 - 1507 (2016/01/16)
A novel and efficient I2-promoted oxidative coupling of acetophenes with amines to α-ketoamides is presented, which employs O2 as an environmentally friendly oxidant under metal-free conditions. Based on a series of control experimen
Microwave-assisted direct oxidative synthesis of α-ketoamides from aryl methyl ketones and amines by a water soluble Cu(i)-complex
Nekkanti, Shalini,Veeramani, Karuna,Praveen Kumar, Niggula,Shankaraiah, Nagula
, p. 3439 - 3447 (2016/06/13)
A stable and isolable bis[(tetrabutylammonium) di-μ-iodo-diiododicuprate(i)] complex has been identified for the direct oxidative synthesis of α-ketoamides from substituted aryl methyl ketones and secondary amines in the presence of molecular oxygen. Grat
Iodine-promoted oxidative amidation of terminal alkenes - Synthesis of α-ketoamides, benzothiazoles, and quinazolines
Deshidi, Ramesh,Devari, Shekaraiah,Shah, Bhahwal Ali
supporting information, p. 1428 - 1432 (2015/03/04)
A novel metal-free strategy for oxidative amidation of terminal alkenes by using I2/DMSO for the synthesis of α- ketoamides has been developed. Intriguingly, the use of tertbutylhydroperoxide (TBHP) as co-oxidant can facilitate the synthesis of α-ketoamides at room temperature without any solvent, thereby making it a green protocol. The reaction with primary amines can be easily achieved by using SeO2 as an oxidizing agent. Besides, the scope of the method was also extended to the synthesis of benzothiazolines and quinazolines.
A general metal free approach to α-ketoamides via oxidative amidation-diketonization of terminal alkynes
Deshidi, Ramesh,Kumar, Manjeet,Devari, Shekaraiah,Shah, Bhahwal Ali
supporting information, p. 9533 - 9535 (2014/08/18)
A novel catalytic system TMSOTf/I2/DMSO for the oxidative coupling of terminal alkynes with virtually any primary/secondary amine leading to α-ketoamides has been developed. The reaction possibly proceeds via iminium ion formation, wherein DMSO acts as a solvent as well as an oxidizing agent. This journal is the Partner Organisations 2014.
Coupling of methyl ketones and primary or secondary amines leading to α-ketoamides
Wei, Wei,Shao, Ying,Hu, Huayou,Zhang, Feng,Zhang, Chao,Xu, Yuan,Wan, Xiaobing
, p. 7157 - 7165 (2012/11/07)
A metal-free oxidative coupling of methyl ketones and primary or secondary amines to α-ketoamides has been developed. Four intermediates, α-iodoketone, α-aminoketone, iminium intermediate, and α-hydroxy amine have been identified through a series of control experiments. The atom-economic methodology can be scaled-up, tolerates a variety of functional groups, and is operationally simple.
Selenium dioxide-mediated synthesis of α-ketoamides from arylglyoxals and secondary amines
Shaw, Arthur Y.,Denning, Christine R.,Hulme, Christopher
experimental part, p. 4151 - 4153 (2012/08/28)
A facile and expeditious synthetic approach for the synthesis of α-ketoamides 3 is described. A series of α-ketoamides 3 was synthesized via reaction of selenium dioxide-mediated oxidative amidation between arylglyoxals 1 and secondary amines 2, and accelerated with microwave irradiation. Our findings indicate that constrained amines, such as piperazine and piperidine exhibit higher conversions for this transformation. This reaction was explored by synthesizing a series of α-ketoamides 3 from various arylglyoxals 1 with cyclic and acyclic secondary amines 2.
