A new regioselective bromination of activated aromatic rings

被引：54

作者：

de Almeida, LS ^{[1
]}

Esteves, PM ^{[1
]}

de Mattos, MCS ^{[1
]}

机构：

[1] Univ Fed Rio de Janeiro, Inst Quim, Dept Quim Organ, BR-21945970 Rio De Janeiro, Brazil

来源：

SYNTHESIS-STUTTGART | 2006年 / 02期

关键词：

aromatic rings; bromination; trichloroisocyanuric acid; tribromoisocyanuric acid;

D O I：

10.1055/s-2005-918511

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient and highly regioselective bromination of activated aromatic rings promoted by tribromoisocyanuric acid by in situ generation of Br+ has been developed. A range of aromatic compounds were reacted with tribromoisocyanuric acid and trichloroisocyanuric acid and sodium bromide.

引用

页码：221 / 223

页数：3

共 21 条

[1]

De La Mare P., 1976, Electrophilic Halogenation: Reaction Pathways Involving Attack by Electrophilic Halogens on Unsaturated Compounds

[2] A green preparation of N-chloro- and N-bromosaccharin [J].

de Souza, SPL ;

da Silva, JFM ;

de Mattos, MCS .

SYNTHETIC COMMUNICATIONS, 2003, 33 (06) :935-939

[3] N-chloro and N-bromosaccharins:: Valuable reagents for halogenation of electron rich aromatics and cohalogenation of alkenes [J].

de Souza, SPL ;

da Silva, JFM ;

de Mattos, MCS .

JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY, 2003, 14 (05) :832-835

[4]

DELAMARE PB, 1976, ELECTROPHILIC HALOGE, pCH7

[5] Halogenations of anthracenes and dibenz[a,c]anthracene with N-bromosuccinimide and N-chlorosuccinimide [J].

Duan, SM ;

Turk, J ;

Speigle, J ;

Corbin, J ;

Masnovi, J ;

Baker, RJ .

JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (10) :3005-3009

[6] Selenoxides as catalysts for the activation of hydrogen peroxide. Bromination of organic substrates with sodium bromide and hydrogen peroxide [J].

Goodman, MA ;

Detty, MR .

ORGANOMETALLICS, 2004, 23 (12) :3016-3020

[7] REACTION OF BROMINE WITH SILVER CYANURATES [J].

GOTTARDI, W .

MONATSHEFTE FUR CHEMIE, 1967, 98 (04) :1613-&

[8] BROMINATIONS WITH DIBROMOISOCYANURIC ACID (DBI) UNDER IONIC CONDITIONS .I. MONOBROMINATION [J].

GOTTARDI, W .

MONATSHEFTE FUR CHEMIE, 1968, 99 (02) :815-&

[9] Oxidative bromination of activated aromatic compounds using aqueous nitric acid as an oxidant [J].

Joshi, AV ;

Baidossi, M ;

Mukhopadhyay, S ;

Sasson, Y .

ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2004, 8 (04) :568-570

[10] CHLORINATION OF AROMATIC SYSTEMS WITH TRICHLOROISOCYANURIC ACID UNDER POLAR AND FREE-RADICAL CONDITIONS [J].

JUENGE, EC ;

BEAL, DA ;

DUNCAN, WP .

JOURNAL OF ORGANIC CHEMISTRY, 1970, 35 (03) :719-&

← 1 2 3 →