Copper(0)-catalyzed aerobic oxidative synthesis of imines from amines under solvent-free conditions

被引:72
作者
Patil, Rajendra D. [1 ]
Adimurthy, Subbarayappa [1 ]
机构
[1] CSIR, Cent Salt & Marine Chem Res Inst, Analyt Sci Div, Bhavnagar 364021, Gujarat, India
关键词
SECONDARY-AMINES; BENZYLIC AMINES; ALCOHOLS; DEHYDROGENATION; BENZYLAMINES; ALKYLATION; CATALYST; AMIDES; GOLD;
D O I
10.1039/c2ra20339a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A copper(0)-catalyzed direct synthesis of imines from amines under solvent-free aerobic conditions is described. The method is applicable for the synthesis of various imines from corresponding amines such as benzylic, aliphatic, cyclic secondary and heteroaromatic amines. Being solvent free, using air as a benign oxidant, and the easy separation and easy availability of the catalyst (copper powder) are the vital advantages of present protocol.
引用
收藏
页码:5119 / 5122
页数:4
相关论文
共 43 条
[1]   Imines, enamines and oximes [J].
Adams, JP .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2000, (02) :125-139
[2]   Influence of Bases and Ligands on the Outcome of the Cu(I)-Catalyzed Oxidative Homocoupling of Terminal Alkynes to 1,4-Disubstituted 1,3-Diynes Using Oxygen as an Oxidant [J].
Adimurthy, Subbarayappa ;
Malakar, Chandi C. ;
Beifuss, Uwe .
JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (15) :5648-5651
[3]  
Anastas PT, 2002, ACS SYM SER, V819, P1
[4]  
Arellano C. G., 2010, GREEN CHEM, V12, P1281
[5]   Porphycene-mediated photooxidation of benzylamines by visible light [J].
Berlicka, Anna ;
Koenig, Burkhard .
PHOTOCHEMICAL & PHOTOBIOLOGICAL SCIENCES, 2010, 9 (10) :1359-1366
[6]   Recyclable Heterogeneous Supported Copper-Catalyzed Coupling of Thiols with Aryl Halides: Base-Controlled Differential Arylthiolation of Bromoiodobenzenes [J].
Bhadra, Sukalyan ;
Sreedhar, Bojja ;
Ranu, Brindaban C. .
ADVANCED SYNTHESIS & CATALYSIS, 2009, 351 (14-15) :2369-2378
[7]   Mechanistic Study of Amine to Imine Oxidation in a Dinuclear Cu(II) Complex Containing an Octaaza Dinucleating Ligand [J].
Christian, Gemma J. ;
Llobet, Antoni ;
Maseras, Feliu .
INORGANIC CHEMISTRY, 2010, 49 (13) :5977-5985
[8]   Convenient and clean synthesis of imines from primary benzylamines [J].
Chu, Guobiao ;
Li, Chunbao .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2010, 8 (20) :4716-4719
[9]   Metrics to 'green' chemistry - which are the best? [J].
Constable, DJC ;
Curzons, AD ;
Cunningham, VL .
GREEN CHEMISTRY, 2002, 4 (06) :521-527
[10]   Aerobic Oxidation of Benzyl Amines to Benzyl Imines Catalyzed by Metal-Organic Framework Solids [J].
Dhakshinamoorthy, Amarajothi ;
Alvaro, Mercedes ;
Garcia, Hermenegildo .
CHEMCATCHEM, 2010, 2 (11) :1438-1443