Mild bromination of unreactive aromatic compounds

被引：38

作者：

Ghorbani-Vaghei, Ramin ^{[1
]}

Shahbazi, Hajar ^{[1
]}

Veisi, Hojat ^{[2
]}

机构：

[1] Bu Ali Sina Univ, Fac Chem, Dept Organ Chem, Hamadan 65174, Iran

[2] Payame Noor Univ, Dept Chem, Tehran 193954697, Iran

来源：

TETRAHEDRON LETTERS | 2012年 / 53卷 / 18期

关键词：

Unreactive aromatic compounds; Electrophilic bromination; Solvent-free; TBBDA; PBBS; POTENTIAL ANTIPSYCHOTIC AGENTS; TRICHLOROISOCYANURIC ACID; N,N,N',N'-TETRABROMOBENZENE-1,3-DISULFONAMIDE; CHLORINATION; ALDEHYDES; ALCOHOLS; REAGENT; POLY(N,N'-DIBROMO-N-ETHYL-BENZENE-1,3-DISULFONAMIDE); HALOGENATION; CONVERSION;

D O I：

10.1016/j.tetlet.2012.02.101

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

N,N,N',N'-Tetrabromobenzene-1,3-disulfonamide and poly(N,N'-dibromo-N-ethylene-benzene-1,3-disulfonamide) in concentrated H2SO4 can be used as efficient reagents for the mild bromination of unreactive arenes at room temperature, under solvent-free conditions, in yields. (C) 2012 Elsevier Ltd. All rights reserved.

引用

页码：2325 / 2327

页数：3

共 39 条

[1]

Almeida L S, 2009, TETRAHEDRON LETT, V50, P3001

[2]

Anna L. E., 1997, J CHEM SOC P1, p[1, 2873]

[3]

[Anonymous], 1998, Ullmann's Encyclopedia of Industrial Chemistry

[4] N-BROMOSUCCINIMIDE DIBROMODIMETHYLHYDANTOIN IN AQUEOUS BASE - A PRACTICAL METHOD FOR THE BROMINATION OF ACTIVATED BENZOIC-ACIDS [J].

AUERBACH, J ;

WEISSMAN, SA ;

BLACKLOCK, TJ ;

ANGELES, MR ;

HOOGSTEEN, K .

TETRAHEDRON LETTERS, 1993, 34 (06) :931-934

[5] Simple and efficient chlorination and bromination of aromatic compounds with aqueous TBHP (or H2O2) and a hydrohalic acid. [J].

Barhate, NB ;

Gajare, AS ;

Wakharkar, RD ;

Bedekar, AV .

TETRAHEDRON LETTERS, 1998, 39 (35) :6349-6350

[6] SYNTHESIS AND BIOLOGICAL-ACTIVITY OF THE PUTATIVE METABOLITES OF THE ATYPICAL ANTIPSYCHOTIC AGENT TIOSPIRONE [J].

CIPOLLINA, JA ;

RUEDIGER, EH ;

NEW, JS ;

WIRE, ME ;

SHEPHERD, TA ;

SMITH, DW ;

YEVICH, JP .

JOURNAL OF MEDICINAL CHEMISTRY, 1991, 34 (11) :3316-3328

[7] QUATERNARY AMMONIUM-SALTS AS BIFUNCTIONAL CATALYSTS IN THE OXYBROMINATION OF AROMATIC-COMPOUNDS BY AQUEOUS HYDROGEN BROMIDE HYDROGEN-PEROXIDE [J].

DAKKA, J ;

SASSON, Y .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1987, (19) :1421-1422

[8] HALOGENATION USING N-HALOGENOCOMPOUNDS .2. ACID-CATALYZED BROMINATION OF AROMATIC-COMPOUNDS WITH 1,3-DIBROMO-5,5-DIMETHYLHYDANTOIN [J].

EGUCHI, H ;

KAWAGUCHI, H ;

YOSHINAGA, S ;

NISHIDA, A ;

NISHIGUCHI, T ;

FUJISAKI, S .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1994, 67 (07) :1918-1921

[9] STUDIES ON POTENTIAL ANTIVIRAL COMPOUNDS .23. 2-(SUBSTITUTED "BENZOYLAMINO)-3,5-DICHLOROPYRIDINES AND ISOSTERIC BENZAMIDES [J].

FERRANTI, A ;

GARUTI, L ;

GIOVANNINETTI, G ;

BORGATTI, M ;

BARTOLETTI, AM .

ARCHIV DER PHARMAZIE, 1985, 318 (01) :78-84

[10] POTENTIAL NEUROLEPTIC AGENTS - 2,6-DIALKOXYBENZAMIDE DERIVATIVES WITH POTENT DOPAMINE RECEPTOR BLOCKING ACTIVITIES [J].

FLORVALL, L ;

OGREN, SO .

JOURNAL OF MEDICINAL CHEMISTRY, 1982, 25 (11) :1280-1286

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