33863-78-4Relevant academic research and scientific papers
Cooperative catalysis of molybdenum with organocatalysts for distribution of products between amines and imines
Wu, Di,Bu, Qingqing,Guo, Cheng,Dai, Bin,Liu, Ning
, (2021/02/02)
Multi-amino groups and nitrogen donors compound was discovered as an organocatalyst for N-alkylation of alcohols with amines in the presence of Mo(CO)6. The Mo(CO)6/organocatalyst binary system has shown to be a highly active catalyst for the N-alkylation reaction between alcohols and amines with excellent tolerance of variable starting materials bearing different functional groups. Of particular note, this method possessing a superiority selectivity in the synthesis of N-alkylated amines or imines, which can be controlled by the reaction temperature. The cooperative catalysis mechanism in combination of Mo(CO)6 with organocatalyst was elucidated by control experiments.
Dehydrogenation and α-functionalization of secondary amines by visible-light-mediated catalysis
Bujok, Robert,Morawska, Paulina,Pawlowski, Robert,Stanek, Filip,Stodulski, Maciej
supporting information, p. 2103 - 2112 (2020/03/27)
A visible-light-mediated process for dehydrogenation of amines has been described. The given protocol showed a broad substrate scope, mild reaction conditions and excellent results without the requirement of tedious purification. This process can be applied in one-pot functionalization of secondary amines with various nucleophiles through the cooperation of visible-light and Lewis acid catalysis, leading to the structurally varied essential components of biologically active molecules. In addition, Stern-Volmer studies and quenching experiments revealed the role of a catalyst and led to the proposed mechanism of this transformation.
Efficient Ruthenium(II)-Catalyzed Direct Reductive Amination of Aldehydes under Mild Conditions Using Hydrosilane as the Reductant
Li, Bin,Zheng, Jianxiong,Zeng, Weifeng,Li, Yibiao,Chen, Lu
supporting information, p. 1349 - 1355 (2017/03/11)
A direct reductive amination of aldehydes with anilines is performed with a ruthenium(II)-(arene) catalyst. The [RuCl2(p-cymene)]2/Ph2SiH2 catalytic system is very efficient for the synthesis of secondary amines and tertiary amines in good yields, and is highly chemoselective, tolerating a wide range of functional groups, such as NO2, CN, CO2Me, F, Cl, Br, OMe, Me, furyl and alkyl. We also report an interesting direductive amination of 2-ethylbutanal.
Imidazolium-based ionic liquid-catalyzed hydrosilylation of imines and reductive amination of aldehydes using hydrosilane as the reductant
Li, Bin,Zhang, Shilin,Wu, Weizhen,Liang, Lecheng,Jiang, Shaohua,Chen, Lu,Li, Yibiao
, p. 31795 - 31799 (2017/07/10)
The first imidazolium-based ionic liquid-catalyzed hydrosilylation of imine and reductive amination of aldehydes with primary amines using a catalytic amount of 1-butyl-3-methylimidazolium tetrachloride iron [BMIm][FeCl4] and Ph2SiH2 as a reductant were performed under mild conditions. Good yields of secondary amines with high chemoselectivity and a tolerance for a wide range of functional groups were obtained.
Reductive N-alkylation of nitro compounds to N -Alkyl and N, N -dialkyl amines with glycerol as the hydrogen source
Cui, Xinjiang,Deng, Youquan,Shi, Feng
, p. 808 - 811 (2013/06/27)
As the sustainable and promising hydrogen source, here, glycerol was directly used as the hydrogen source for the reductive amination of alcohol using nitrobenzene as the starting material. The amination of alcohols, especially aliphatic alcohols with different structures, was realized, and mono- or disubstituted amines were synthesized with excellent yields. The reaction mechanism was also explored.
Au/Ag-Mo nano-rods catalyzed reductive coupling of nitrobenzenes and alcohols using glycerol as the hydrogen source
Cui, Xinjiang,Zhang, Chengming,Shi, Feng,Deng, Youquan
supporting information; experimental part, p. 9391 - 9393 (2012/09/21)
A highly efficient Au/Ag-Mo nano-rods catalyst was prepared for the one-pot synthesis of imine and amine using equal molar ratio of nitrobenzene and alcohol as starting materials, and bio-based glycerol as the hydrogen source. The reaction mechanism of the nitrobenzene reduction, amine and aldehyde coupling, and imine reduction was explored.
Ruthenium-catalyzed nitro and nitrile compounds coupling with alcohols: Alternative route for N-substituted amine synthesis
Cui, Xinjiang,Zhang, Yan,Shi, Feng,Deng, Youquan
supporting information; experimental part, p. 2587 - 2591 (2011/04/12)
The one-pot synthesis of N-substituted secondary amines from nitrobenzenes and benzonitriles has been developed (see scheme). This report presents a versatile and simple method for the synthesis of N-substituted amines in excellent yield and high efficiency from nitro and nitrile compounds with alcohols.
ALIPHATIC C-H, N-INSERTION VERSUS AROMATIC N-SUBSTITUTION IN THE REACTION OF ARYLNITRENIUM-BORON TRIFLUORIDE COMPLEXES WITH METHYLATED BENZENES
Spagnolo, Piero,Zanirato, Paolo
, p. 961 - 964 (2007/10/02)
The boron trifluoride promoted decomposition of a number of substituted phenyl azides in toluene, para-xylene, meta-xylene or mesitylene at 60 gradC, leads preferentially to N-benzylamines or diarylamines depending on both ring substituent effect and nucleophilic character of the solvent.
