Iron Nitrate/TEMPO: a Superior Homogeneous Catalyst for Oxidation of Primary Alcohols to Nitriles in Air

被引：70
作者：
Dighe, Shashikant U. [1 ]
Chowdhury, Deepan [1 ,3 ]
Batra, Sanjay [1 ,2 ]
机构：
[1] CSIR Cent Drug Res Inst, Med & Proc Chem Div, Lucknow 226031, Uttar Pradesh, India
[2] Acad Sci & Innovat Res, New Delhi, India
[3] Univ Hyderabad, Dept Chem, Natl Sci Acad, Hyderabad 500134, Andhra Pradesh, India
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2014年 / 356卷 / 18期
关键词：
aerobic oxidation; alcohols; homogeneous catalyst; iron; nitriles; CHEMOSELECTIVE AEROBIC OXIDATION; C-H; DIRECT TRANSFORMATION; ARYL NITRILES; CYANATION; CONVERSION; AMMONIA; AMINES; N; N-DIMETHYLFORMAMIDE; DEHYDRATION;
D O I：
10.1002/adsc.201400718
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
A highly practical, one-step, facile synthesis of aromatic, heteroaromatic, allylic and aliphatic nitriles from primary alcohols catalyzed by ferric nitrate [Fe(NO3)(3)center dot 9H(2)O] in the presence of TEMPO, aqueous ammonia and air at room temperature is described.
引用
收藏
页码：3892 / 3896
页数：5
相关论文
共 69 条
[1]   Aerobic Copper-Catalyzed Organic Reactions [J].
Allen, Scott E. ;
Walvoord, Ryan R. ;
Padilla-Salinas, Rosaura ;
Kozlowski, Marisa C. .
CHEMICAL REVIEWS, 2013, 113 (08) :6234-6458
[2]   Recent developments and perspectives in palladium-catalyzed cyanation of aryl halides: synthesis of benzonitriles [J].
Anbarasan, Pazhamalai ;
Schareina, Thomas ;
Beller, Matthias .
CHEMICAL SOCIETY REVIEWS, 2011, 40 (10) :5049-5067
[3]   Predicting the Reactivity of Nitrile-Carrying Compounds with Cysteine: A Combined Computational and Experimental Study [J].
Berteotti, Anna ;
Vacondio, Federica ;
Lodola, Alessio ;
Bassi, Michele ;
Silva, Claudia ;
Mor, Marco ;
Cavalli, Andrea .
ACS MEDICINAL CHEMISTRY LETTERS, 2014, 5 (05) :501-505
[4]   Aerobic oxidation catalysis with stable radicals [J].
Cao, Qun ;
Dornan, Laura M. ;
Rogan, Luke ;
Hughes, N. Louise ;
Muldoon, Mark J. .
CHEMICAL COMMUNICATIONS, 2014, 50 (35) :4524-4543
[5]   A selective and mild oxidation of primary amines to nitriles with trichloroisocyanuric acid [J].
Chen, FE ;
Kuang, YY ;
Dai, HF ;
Lu, L ;
Huo, M .
SYNTHESIS-STUTTGART, 2003, (17) :2629-2631
[6]  
Chen FE, 2002, SYNTHESIS-STUTTGART, P1804
[7]   Cu(II)-catalyzed functionalizations of aryl C-H bonds using O2 as an oxidant [J].
Chen, Xiao ;
Hao, Xue-Shi ;
Goodhue, Charles E. ;
Yu, Jin-Quan .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (21) :6790-6791
[8]   Direct Transformation of N,N-Dimethylformamide to -CN: Pd-Catalyzed Cyanation of Heteroarenes via C-H Functionalization [J].
Ding, Shengtao ;
Jiao, Ning .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (32) :12374-12377
[9]   Copper/TEMPO catalysed synthesis of nitriles from aldehydes or alcohols using aqueous ammonia and with air as the oxidant [J].
Dornan, Laura M. ;
Cao, Qun ;
Flanagan, James C. A. ;
Crawford, James J. ;
Cook, Matthew J. ;
Muldoon, Mark J. .
CHEMICAL COMMUNICATIONS, 2013, 49 (54) :6030-6032
[10]   CYANATION OF AROMATIC HALIDES [J].
ELLIS, GP ;
ROMNEYALEXANDER, TM .
CHEMICAL REVIEWS, 1987, 87 (04) :779-794
1234567