Nitrosonium Ion Catalyzed Oxidative Bromination of Arenes

被引：2

作者：

Chen, Pin-Hsien ^{[1
]}

Hsu, Shu-Jung ^{[1
]}

Hou, Duen-Ren ^{[1
]}

机构：

[1] Natl Cent Univ, Dept Chem, 300 Jhong Da Rd, Taoyuan 320317, Taiwan

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2024年 / 366卷 / 07期

关键词：

nitrosonium; bromination; arene; metal-free reaction; ESTROGEN-RECEPTOR MODULATOR; ELECTRON-TRANSFER; AROMATIC BROMINATION; ARYL; HALOGENATION; NITROSATION; CONVENIENT; NITRATION; EFFICIENT; BROMIDE;

D O I：

10.1002/adsc.202301200

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A nitrosonium catalyzed bromination of electron-rich arenes has been developed, using bromide salts as bromine sources, oxygen gas as a terminal oxidant and Bronsted acids (sulfuric acid, TFA or HBr). This arene bromination process is free of transition metals, proceeding in acetic acid and under mild temperatures (25-50 degrees C) to give brominated arenes with good to excellent yields. Our mechanistic studies indicated that this oxidative bromination of arenes reaction is catalyzed by nitrosnium ion (NO+), without the involvement of Br2 or Br+. The kinetic isotope effect of this reaction was measured using pentadeuteriophenyl phenyl ether (kH/kD=1.1). image

引用

页码：1575 / 1582

页数：8

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