638-14-2Relevant articles and documents
Concurrent Formation of N-H Imines and Carbonyl Compounds by Ruthenium-Catalyzed C-C Bond Cleavage of β-Hydroxy Azides
Lee, Jeong Min,Bae, Dae Young,Park, Jin Yong,Jo, Hwi Yul,Lee, Eunsung,Rhee, Young Ho,Park, Jaiwook
supporting information, p. 4608 - 4613 (2020/06/05)
A commercial cyclopentadienylrutenium dicarbonyl dimer ([CpRu(CO)2]2) efficiently catalyzes the formation of N-H imines and carbonyl compounds simultaneously from β-hydroxy azides via C-C bond cleavage under visible light. Density functional theory calculations for the cleavage reaction support the mechanism involving chelation of alkoxy azide species and liberation of nitrogen as the driving force. The synthetic utility of the reaction was demonstrated by a new amine synthesis promoted by chemoselective allylation of imine and synthesis of isoquinoline.
One-step synthesis of nitriles by the dehydrogenation-amination of fatty primary alcohols over Cu/m-ZrO2
Hu, Yunfeng,Jin, Shuhan,Zhang, Zhichao,Zhang, Likun,Deng, Jun,Zhang, Hongsheng
, p. 45 - 49 (2015/03/18)
An effective method for one-step synthesis of nitriles employing C2-C8 fatty primary alcohols and ammonia over 5%Cu/m-ZrO2 has been found. The conversion of alcohols and selectivity of nitriles obtained are > 96 and > 87 wt.%, respectively, and are obviously influenced by the C2-substitution rather than the chain length of fatty primary alcohols. Cu/m-ZrO2 was characterized by XRD, H2-TPR, CO2-TPD and NH3-TPD. It is revealed that a substantial amount of Cu species over m-ZrO2 is in highly dispersed CuO. A plausible mechanism is proposed and supported by different experiments, and aldehyde generation is an important step in the reaction mechanism.
Clean synthesis of acetaldehyde oxime through ammoximation on titanosilicate catalysts
Ding, Jianghong,Xu, Le,Yu, Yejun,Wu, Haihong,Huang, Shijie,Yang, Yulin,Wu, Jing,Wu, Peng
, p. 2587 - 2595 (2013/09/24)
Acetaldehyde oxime has been synthesized though the liquid-phase ammoximation of acetaldehyde with ammonia and hydrogen peroxide over various titanosilicate catalysts. Titanium mordenite (Ti-MOR), prepared from highly dealuminated mordenite and TiCl4 vapor by a secondary synthesis method, was superior to TS-1 and Ti-MWW catalysts both in aldehyde conversion and in oxime selectivity. The reaction parameters were investigated systematically in a batch-type reactor for Ti-MOR, such as solvent effect, temperature, time, catalyst loading, amounts of ammonia and hydrogen peroxide relative to aldehyde as well as addition methods of the reactants. Under optimized conditions, Ti-MOR was capable of showing an aldehyde conversion of 99% and an oxime selectivity of 97%. In comparison with TS-1 and Ti-MWW, the advantage of Ti-MOR in acetaldehyde ammoximation was mainly attributed to its lower ability for oxidation to convert the aldehyde to acetic acid. There was almost no effect resulting from the addition mode of the reactants; Ti-MOR with its special characteristics was unique in catalytic behavior and easy handling. An overview of the reaction routes involved in acetaldehyde ammoximation has been provided.
SYNTHESE D'IMINES LINEAIRES NON-STABILISEES PAR REACTIONS GAZ-SOLIDE SOUS VIDE(1).
Guillemin, Jean-Claude,Denis, Jean-Marc
, p. 4431 - 4446 (2007/10/02)
Unstabilized imines are synthetized in gram-scale by vacuum dehydrochlorination of N-chloroalkylamines and by vacuum dehydrocyanation of α-aminonitriles on solid base.All the new compounds are characterized at low temperature by 1H, 13C NMR and IR spectroscopy.
The Synthesis of NH Aldimines and Derivatives by Spontaneous and Base-catalysed Decomposition of Oxaziridines
Boyd, Derek R.,Coulter, Peter B.,Hamilton, Robert,Thompson, Norris T.,Sharma, Narain D.,Stubbs, Michael E.
, p. 2123 - 2128 (2007/10/02)
A range of oxaziridines containing N-methylene substituents has been synthesized by peracid oxidation of the corresponding fluorenylidene N-alkylamines.Spontaneous and tertiary amine base-catalysed decomposition of the oxaziridines into unstable NH aldimines and derivatives was observed.Acrylaldehyde, 2-methylacrylaldehyde, and benzaldehyde NH imines have been identified as initial products from decomposition of the corresponding oxaziridines. 2,4,6-Trialkylhexahydro-1,3,5-triazines, N,N'-dialkylidene-1,1-diaminoalkanes, N,N'-diarylidene-1,1-diaminoalkanes, and N-isobutylidene-2-methylpropenylamine were among the isolated products formed via the undetected alkyl aldehyde NH imines resulting from oxaziridine decomposition.
REACTIONS RETRODIENIQUES-IX. SYNTHESE PAR THERMOLYSE ECLAIR ET ETUDE D'ENAMINES PRIMAIRES INSTABLES
Ripoll, J. L.,Lebrun, H.,Thuillier, A.
, p. 2497 - 2504 (2007/10/02)
Etheneamine 1 and its methyl derivatives 2-7 have been synthesized from the adducts 8-14 by a retro-Diels-Alder reaction under flash thermolytic conditions.The primary enamines 1-4 have been identified (IR, (1)H and (13)C NMR in a pure state at -80 deg C; at the same temperature, the enamines 5-7, less stable, are already accompanied by their tautomeric imines 33 or 34.When warmed up to room temperature, the enamines 1-7 lead, following to their substitution, either to nitrogen heterocycles (30, 42) or to acyclic azadienes (35-37, 39, 40).
