Oxidative Photochlorination of Electron-Rich Arenes via in situ Bromination

被引：28

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

页码：1491 / 1495

页数：5

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