Oxidative Photochlorination of Electron-Rich Arenes via in situ Bromination

被引：27
|
作者：
Duesel, Simon Josef Siegfried [1 ]
Koenig, Burkhard [1 ]
机构：
[1] Univ Regensburg, Inst Organ Chem, Univ Str 31, D-93053 Regensburg, Germany
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 2020卷 / 10期
关键词：
Chlorination; Photoredox catalysis; Oxidation; ipso-Substitution; Green chemistry; CHLORINATION; CHEMISTRY; CHLORIDE; ALKYNES; SUBSTITUTION; HALOGENATION; ACTIVATION; CATALYSIS; EFFICIENT; ALPHA;
D O I：
10.1002/ejoc.201900411
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Electron-rich arenes are oxidatively photochlorinated in the presence of catalytic amounts of bromide ions, visible light, and 4CzIPN as organic photoredox catalyst. The substrates are brominated in situ in a first photoredox-catalyzed oxidation step, followed by a photocatalyzed ipso-chlorination, yielding the target compounds in high ortho/para regioselectivity. Dioxygen serves as a green and convenient terminal oxidant. The use of aqueous hydrochloric acid as the chloride source reduces the amount of saline by-products.
引用
收藏
页码：1491 / 1495
页数：5
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