34143-83-4Relevant academic research and scientific papers
A Highly Selective Manganese-Catalyzed Synthesis of Imines under Phosphine-Free Conditions
Chai, Huining,Yu, Kun,Liu, Bo,Tan, Weiqiang,Zhang, Guangyao
, p. 217 - 226 (2020/01/31)
An efficient and highly selective phosphine-free NN-manganese(I) complex catalyst system was developed for the acceptorless dehydrogenative coupling of alcohols with amines to form imines. The coupling reactions underwent at 3 mol % catalyst loading, and a large range of alcohols and amines with diverse functional groups was applied, including challenging diol and diamine. The target imine products were obtained in good to excellent yields. The present work provides an alternative method to construct highly active nonprecious metal complex catalysts based on phosphine-free ligands.
Aerobic oxidative coupling of alcohols and amines over Au-Pd/resin in water: Au/Pd molar ratios switch the reaction pathways to amides or imines
Zhang, Leilei,Wang, Wentao,Wang, Aiqin,Cui, Yitao,Yang, Xiaofeng,Huang, Yanqiang,Liu, Xiaoyan,Liu, Wengang,Son, Jin-Young,Oji, Hiroshi,Zhang, Tao
, p. 2680 - 2684 (2013/10/08)
A facile switch of the reaction pathways of aerobic oxidative coupling of alcohols and amines from amidation to imination was realized for the first time by tuning the Au/Pd ratios in ion-exchange resin supported Au-Pd alloy catalysts (Au-Pd/resin). Amides were obtained with high yields on Au6Pd/resin while imines were obtained over AuPd4/resin. Various alcohols and amines underwent oxidative coupling smoothly in water to afford the desired products with good to excellent yields. Further investigation on the reaction mechanism suggested the synergistic effect between Au and Pd determined the adsorption strength of the aldehyde intermediate, which in turn dictated the reaction pathways. That is, on Au-rich alloys (e.g., Au6Pd) absorbed aldehyde species was formed, followed by further oxidation to yield amides, while on Pd-rich alloys (e.g., AuPd4), free aldehyde was generated, which then underwent condensation with amines to produce imines. The discovery might provide avenues to develop new efficient catalysts for the green synthesis of special chemicals.
Straightforward synthesis of aromatic imines from alcohols and amines or nitroarenes using an impregnated copper catalyst
Perez, Juana M.,Cano, Rafael,Yus, Miguel,Ramon, Diego J.
, p. 4548 - 4554 (2012/11/07)
The impregnated copper on magnetite catalyst is a versatile system for the synthesis of imines starting from alcohols and amines. This catalyst does not require any type of expensive and difficult to handle organic ligand or typical transition metals, and provides excellent yields achievable under mild reaction conditions. Moreover, the catalyst is very easy to remove from the reaction medium by simply using a magnet. The one-pot process of dehydrogenation of alcohols in the presence of aniline followed by aqueous hydrolysis gave pure alcohols in excellent yields. In addition to amines, nitroarenes could be used as the nitrogen-containing reagent. In the case of primary amines the expected imines were successfully prepared under similar reaction conditions. The impregnated copper on magnetite catalyst is a versatile system for the synthesis of imines starting from alcohols and amines or nitroarenes. A similar synthesis of imines was accomplished using only primary amines. This catalyst avoids the use of expensive organic ligands and other transition metals while enabling excellent yields under mild reaction conditions. Copyright
Heterogeneously catalyzed one-pot synthesis of aldimines from primary alcohols and amines by supported ruthenium hydroxides
Kim, Jung Won,He, Jinling,Yamaguchi, Kazuya,Mizuno, Noritaka
supporting information, p. 920 - 921,2 (2020/08/31)
The one-pot synthesis of aldimines from primary alcohols and amines via sequential reactions of alcohol oxidation and dehydrative condensation could efficiently be promoted by supported ruthenium hydroxide catalysts, in particular Ru(OH)x/TiO2. The observed catalysis was truly heterogeneous and the retrieved catalyst could be reused without an appreciable loss of high catalytic performance. Copyright
Fast and efficient synthesis of pyrano[3,2-c]quinolines catalyzed by niobium(V) chloride
Da Silva-Filho, Luiz Carlos,Lacerda Jr., Valdemar,Constantino, Mauricio Gomes,Da Silva, Gil Valdo Jose
experimental part, p. 2527 - 2536 (2009/04/04)
A highly efficient two-step method for the synthesis of pyranoquinoline derivatives from imino-Diels-Alder reactions between aldimines and 3,4-dihydro-2H-pyran using niobium(V) chloride as catalyst under mild conditions is described. Georg Thieme Verlag Stuttgart.
Microwave-assisted oxidative coupling of amines to imines on solid acid catalysts
Landge, Shainaz M.,Atanassova, Valentina,Thimmaiah, Muralidhara,T?r?k, Béla
, p. 5161 - 5164 (2008/02/10)
A K-10 montmorillonite catalyzed microwave-assisted oxidative coupling of amines is described. Substituted benzylamines readily undergo self-coupling reactions to produce benzylidene-benzylamines, while aliphatic amines and anilines cannot form self-coupl
An Efficient General Method for the Deoxygenation of N-Arylnitrones, Azoxybenzenes, and N-Heteroarene N-Oxides
Konwar, Dilip,Boruah, Romesh C.,Sandhu, Jagir S.
, p. 337 - 339 (2007/10/02)
A new general method for the deoxygenation of N-oxides such as N-arylnitrones, azoxybenzenes, and N-heteroarene N-oxides uses aluminum iodide in acetonitrile.The deoxygenated products are obtained in high yields.
