99547-48-5Relevant academic research and scientific papers
Synthesis of α-Iodoketones from Allylic Alcohols through Aerobic Oxidative Iodination
Sanz-Marco, Amparo,Mo?ina, ?tefan,Martinez-Erro, Samuel,Iskra, Jernej,Martín-Matute, Belén
supporting information, p. 3884 - 3888 (2018/09/14)
An efficient method for the synthesis of α-iodoketones from allylic alcohols and elemental iodine is reported. We show in this paper that the isomerization of allylic alcohols catalyzed by iridium(III) complexes can be combined with an aerobic oxidative iodination protocol, resulting in a straightforward method for the synthesis of a wide range of α-iodoketones as single constitutional isomers and in high yields under mild reaction conditions. (Figure presented.).
A five coordination Cu(II) cluster-based MOF and its application in the synthesis of pharmaceuticals: Via sp3 C-H/N-H oxidative coupling
Tran, Thuan V.,Le, Hanh T. N.,Ha, Hiep Q.,Duong, Xuan N. T.,Nguyen, Linh H.-T.,Doan, Tan L. H.,Nguyen, Ha L.,Truong, Thanh
, p. 3453 - 3458 (2017/08/22)
Herein, a copper metal-organic framework, termed as VNU-18, containing penta-coordinated sites was successfully synthesized and fully characterized. This material was demonstrated to be an efficient heterogeneous catalyst for the oxidative C-H activation via N-H bonds. The optimized conditions are applicable for the synthesis of pharmaceuticals constructed by α-amino carbonyl skeletons.
Electrochemically Oxidative α-C-H Functionalization of Ketones: A Cascade Synthesis of α-Amino Ketones Mediated by NH4I
Liang, Sen,Zeng, Cheng-Chu,Tian, Hong-Yu,Sun, Bao-Guo,Luo, Xu-Gang,Ren, Fa-Zheng
, p. 11565 - 11573 (2016/12/09)
An efficient electrochemical protocol for the synthesis of α-amino ketones via the oxidative cross-dehydrogenative coupling of ketones and secondary amines has been developed. The electrochemistry performs in a simple undivided cell using NH4I
A versatile and one-pot strategy to synthesize ?±-amino ketones from benzylic secondary alcohols using N -bromosuccinimide
Guha, Somraj,Rajeshkumar, Venkatachalam,Kotha, Surya Srinivas,Sekar, Govindasamy
, p. 406 - 409 (2015/03/04)
A metal-free one-pot strategy has been developed for the first time to synthesize pharmaceutically important ?±-amino ketones from readily available benzylic secondary alcohols and amines using N-bromosuccinimide. This new reaction proceeds via three consecutive steps involving oxidation of alcohols, ?±-bromination of ketones, and nucleophilic substitution of ?±-bromo ketones to give ?±-amino ketones. Importantly, this novel one-pot greener reaction avoids direct usage of toxic and corrosive bromine. This methodology has been employed efficiently to synthesize pharmaceutically important amfepramone and pyrovalerone in a single step.
Synthesis and characterization of bisoxazolines- and pybox-copper(II) complexes and their application in the coupling of α-carbonyls with functionalized amines
Jia, Wei-Guo,Li, Dan-Dan,Dai, Yuan-Chen,Zhang, Hui,Yan, Li-Qin,Sheng, En-Hong,Wei, Yun,Mu, Xiao-Long,Huang, Kuo-Wei
supporting information, p. 5509 - 5516 (2014/07/21)
Binuclear complexes [{(DMOX)CuCl}2(μ-Cl)2] (1), mononuclear complexes [(DMOX)CuBr2] (2) (DMOX = 4,5-dihydro-2-(4,5- dihydro-4,4-dimethyloxazol-2-yl)-4,4-dimethyloxazole) and the pybox Cu(ii) complex [(Dm-Pybox)CuBr2/
Transition-metal-free oxidative α-C-H amination of ketones via a radical mechanism: Mild synthesis of α-amino ketones
Jiang, Qing,Xu, Bin,Zhao, An,Jia, Jing,Liu, Tian,Guo, Cancheng
, p. 8750 - 8756 (2015/01/08)
A transition-metal-free direct α-C.H amination of ketones has been developed using commercially available ammonium iodide as the catalyst and sodium percarbonate as the co-oxidant. A wide range of ketone ((hetero)aromatic or nonaromatic ketones) and amine (primary/secondary amines, anilines, or amides) substrates undergo cross-coupling to generate synthetically useful α-amino ketones. The mechanistic studies indicated that a radical pathway might be involved in the reaction process. The utility of the method is highlighted through a concise one-step synthesis of the pharmaceutical agent amfepramone.
Simple catalytic mechanism for the direct coupling of α-carbonyls with functionalized amines: A one-step synthesis of plavix
Evans, Ryan W.,Zbieg, Jason R.,Zhu, Shaolin,Li, Wei,Macmillan, David W. C.
supporting information, p. 16074 - 16077 (2013/11/19)
The direct α-amination of ketones, esters, and aldehydes has been accomplished via copper catalysis. In the presence of catalytic copper(II) bromide, a diverse range of carbonyl and amine substrates undergo fragment coupling to produce synthetically useful α-amino-substituted motifs. The transformation is proposed to proceed via a catalytically generated α-bromo carbonyl species; nucleophilic displacement of the bromide by the amine then delivers the α-amino carbonyl adduct while the catalyst is reconstituted. The practical value of this transformation is highlighted through one-step syntheses of two high-profile pharmaceutical agents, Plavix and amfepramone.
