1268130-84-2Relevant academic research and scientific papers
Zirconium-MOF-catalysed selective synthesis of α-hydroxyamide via the transfer hydrogenation of α-ketoamide
Mishra, Ashish A.,Bhanage, Bhalchandra M.
, p. 6160 - 6167 (2019/04/25)
This work reports the synthesis of α-hydroxy amide and its derivatives using zirconium-based metal-organic frameworks (Zr-MOFs). The Zr-MOF was prepared using a ligand containing different functionalities as a linker with different porosities. The catalyst efficiently facilitated the transfer hydrogenation of α-ketoamide to α-hydroxyamide. The reaction involved a green hydrogen source, namely isopropyl alcohol, which also acted as a solvent. The role of the ligand in the catalyst was optimized for the selective conversion of α-ketoamide to α-hydroxyamide. UiO-66 (Zr) crystal was efficiently used for the first time for the hydrogenation of α-ketoamide to α-hydroxyamide. The catalyst was recovered and recycled five times without any loss in activity and selectivity performance. The morphology, activity and stability of the UiO-66 (Zr) catalyst were analyzed using field emission gun scanning electron microscopy (FEG-SEM), X-ray diffraction (XRD), infra-red (IR) spectroscopy and thermogravimetric analysis (TGA). The existence of α-hydroxyamide and its derivatives was confirmed from 1H and 13C-NMR.
Divergent Reactivity of gem-Difluoro-enolates toward Nitrogen Electrophiles: Unorthodox Nitroso Aldol Reaction for Rapid Synthesis of α-Ketoamides
Reddy, Mallu Kesava,Ramakrishna, Isai,Baidya, Mahiuddin
supporting information, p. 4610 - 4613 (2018/08/07)
An amination reaction of in situ generated gem-difluoro-enolates has been explored with electrophilic nitrogen sources. While their exposure to azodicarboxylates smoothly produced fluorinated α-amino ketones, reaction with nitrosoarenes (nitroso aldol rea
Enantioselective Construction of 3-Hydroxypiperidine Scaffolds by Sequential Action of Light and Rhodium upon N-Allylglyoxylamides
Ishida, Naoki,Ne?as, David,Masuda, Yusuke,Murakami, Masahiro
, p. 7418 - 7421 (2015/06/30)
3-Hydroxypiperidine scaffolds were enantioselectively constructed in an atom-economical way by sequential action of light and rhodium upon N-allylglyoxylamides. In a formal sense, the allylic C-H bond was selectively cleaved and enantioselectively added a
Visible-light initiated copper(i)-catalysed oxidative C-N coupling of anilines with terminal alkynes: One-step synthesis of α-ketoamides
Sagadevan, Arunachalam,Ragupathi, Ayyakkannu,Lin, Chun-Cheng,Hwu, Jih Ru,Hwang, Kuo Chu
supporting information, p. 1113 - 1119 (2015/03/04)
Development of C-N coupling processes is fundamentally important and challenging for the synthesis of biologically active molecules and drugs. Herein, we report a highly atom efficient green process for the synthesis of α-ketoamides via visible-light induced copper(i) chloride catalysed direct oxidative Csp-N coupling reactions using commercially available alkynes and anilines at room temperature without the use of hazardous chemicals and harsh reaction conditions. Forty-seven examples are presented using a broad range of substrates including electron deficient anilines and various terminal alkynes. The current photochemical process is able to achieve epoxide hydrolase inhibitors in one step with high yield (92-95%). This transformation is highly efficient and highly selective for the synthesis of α-ketoamides. This journal is
A straightforward synthesis of N-monosubstituted α-keto amides via aerobic benzylic oxidation of amides
Shao, Jun,Huang, Xiaomei,Wang, Siyuan,Liu, Bingxin,Xu, Bin
supporting information; experimental part, p. 573 - 579 (2012/01/13)
An efficient sodium bicarbonate promoted aerobic oxidation reaction to prepare N-monosubstituted α-keto amides in the presence of n-tetrabutylammonium hydrogensulfate (TBAHS) was described. This reaction provides a very simple and convenient synthetic route to N-monosubstituted α-keto amides from easily available aryl- or heteroarylacetamides in good to high yields without using toxic reagents and harsh conditions.
