378245-29-5Relevant academic research and scientific papers
Copper-Catalyzed Aminoxylation of Different Types of Hydrocarbons with TEMPO: A Concise Route to N-Alkoxyamine Derivatives
Li, Linyi,Yu, Zhengwei,Shen, Zengming
, p. 3495 - 3500 (2015)
An efficient copper(II)/tert-butyl hydroperoxide catalyst system [(Bpy)Cu(II)/TBHP] for the aminoxylation of different types of hydrocarbons under mild and ambient air conditions has been developed to furnish N-alkoxyamine derivatives in good to high yields. Ketones, esters, nitriles, toluene, ethylbenzene, heterocycles, cyclohexene, and cyclohexanes are well compatible in this system and the catalyst loading could be lowered to 0.5 mol%.
Systematic study on alkyl iodide initiators in living radical polymerization with organic catalysts
Lei, Lin,Tanishima, Miho,Goto, Atsushi,Kaji, Hironori,Yamaguchi, Yu,Komatsu, Hiroto,Jitsukawa, Takuya,Miyamoto, Michihiko
, p. 6610 - 6618 (2015/02/19)
Several low-molar-mass alkyl iodides were studied as initiating dormant species in living radical polymerization with organic catalysts. Primary, secondary, and tertiary alkyl iodides with different stabilizing groups (ester, phenyl, and cyano groups) were systematically studied for the rational design of initiating alkyl iodides. The activation rate constants of these alkyl iodides were experimentally determined for quantitative comparison. These alkyl iodides were used in the polymerizations of methyl methacrylate and butyl acrylate to examine their initiation ability in these polymerizations. A telechelic polymer was prepared using an alkyl iodide with a functional group. Alkyl iodides with multi-initiating sites were also studied.
General and efficient α-oxygenation of carbonyl compounds by TEMPO induced by single-electron-transfer oxidation of their enolates
Dinca, Emanuela,Hartmann, Philip,Smrcek, Jakub,Dix, Ina,Jones, Peter G.,Jahn, Ullrich
supporting information, p. 4461 - 4482 (2012/10/30)
A generally applicable method for the synthesis of protected α-oxygenated carbonyl compounds is reported. It is based on the single-electron-transfer oxidation of easily generated enolates to the corresponding α-carbonyl radicals. Coupling with the stable free radical TEMPO provides α-(piperidinyloxy) ketones, esters, amides, acids or nitriles in moderate-to-excellent yields. Enolate aggregates influence the outcome of the oxygenation reactions significantly. Competitive reactions have been analyzed and conditions for their minimization are presented. Chemoselective reduction of the products led to either N-O bond cleavage to α-hydroxy carbonyl compounds or reduction of the carbonyl functionality tomonoprotected 1,2-diols or O-protected amino alcohols. The oxygenation of enolates proves to be the most general and effective methodology for the synthesis of O-protected α-oxy carbonyl compounds and nitriles A. The scope and limitations of the electron-transfer-induced radical coupling reaction with TEMPO are presented. The reaction pathways are outlined. Methods for the deprotection to α-hydroxy carbonyl compounds B are provided and discussed. Copyright
Process for the synthesis of amine ethers from secondary amino oxides
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, (2008/06/13)
An amine ether of formula (A) wherein a is 1 or 2; and when a is 1, E is E′; when a is 2, E is L; E′ is C1-C36 alkyl; C3-C18 alkenyl; C2-C18 alkinyl; C5-C18 cycloalkyl
