Synthesis of Benzyl Triethyl Ammonium Tribromide and Its Application as a Highly Efficient and Regioselective Reagent for the Bromination of Activated Aromatic Compounds

被引：0
作者：
Pourmousavi, Seied Ali [1 ]
Salehi, Parvin [1 ]
机构：
[1] Damghan Univ Basic Sci, Sch Chem, Damghan, Iran
来源：
ACTA CHIMICA SLOVENICA | 2009年 / 56卷 / 03期
关键词：
Regioselective bromination; anilines; phenols; anisols; benzyl triethyl ammonium tribromide; activated aromatic compounds; SOLVENT-FREE CONDITIONS; ENVIRONMENTALLY BENIGN SYNTHESIS; BENZYLTRIPHENYLPHOSPHONIUM TRIBROMIDE; NUCLEAR BROMINATION; SURFACTANT CONTROL; POTASSIUM-BROMIDE; ORTHO/PARA RATIO; MILD CONDITIONS; HECK REACTION; PHENOLS;
D O I：
暂无
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Benzyl triethyl ammonium tribromide was prepared by oxidation of bromide ion with HNO(3). The resulted tribromide was used as an efficient, regioselective, and recoverable reagent for the bromination of anilines, phenols and anisoles in good to excellent yields at room temperature.
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页码：734 / 739
页数：6
相关论文
共 40 条
[1]   A convenient and regioselective oxidative bromination of electron-rich aromatic rings using potassium bromide and benzyltriphenylphosphonium peroxymonosulfate under nearly neutral reaction conditions [J].
Adibi, Hadi ;
Hajipour, Abdol R. ;
Hashemi, Majid .
TETRAHEDRON LETTERS, 2007, 48 (07) :1255-1259
[2]   Eco-friendly and versatile brominating reagent prepared from a liquid bromine precursor [J].
Adimurthy, Subbarayappa ;
Ramachandraiah, Gadde ;
Bedekar, Ashutosh V. ;
Ghosh, Sudip ;
Ranu, Brindaban C. ;
Ghosh, Pushpito K. .
GREEN CHEMISTRY, 2006, 8 (10) :916-922
[3]  
Batt S., 2007, SYNTHETIC COMMUN, V37, P1687
[4]   The heck reaction as a sharpening stone of palladium catalysis [J].
Beletskaya, IP ;
Cheprakov, AV .
CHEMICAL REVIEWS, 2000, 100 (08) :3009-3066
[5]  
Buckingham J., 1996, DICT ORGANIC COMPOUN, V6th
[6]   RECENT DEVELOPMENTS AND NEW PERSPECTIVES IN THE HECK REACTION [J].
CABRI, W ;
CANDIANI, I .
ACCOUNTS OF CHEMICAL RESEARCH, 1995, 28 (01) :2-7
[7]  
Cannon K. C., 1996, HDB GRIGNARD REAGENT, P497
[8]   Surfactant control of the ortho/para ratio in the bromination of anilines .3. [J].
Cerichelli, G ;
Luchetti, L ;
Mancini, G .
TETRAHEDRON, 1996, 52 (07) :2465-2470
[9]   Surfactant control of the Ortho/Para ratio in the bromination of anilines.: 4 [J].
Cerichelli, Giorgio ;
Luchetti, Luciana ;
Mancini, Giovanna .
COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS, 2006, 289 (1-3) :226-228
[10]   An environmentally benign synthesis of organic ammonium tribromides (OATB) and bromination of selected organic substrates by tetrabutylammonium tribromide (TBATB) [J].
Chaudhuri, MK ;
Khan, AT ;
Patel, BK ;
Dey, D ;
Kharmawophlang, W ;
Lakshmiprabha, TR ;
Mandal, GC .
TETRAHEDRON LETTERS, 1998, 39 (44) :8163-8166
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