Metal-free meta-halogenation of cyclic diaryliodonium salts via aryne intermediates

被引：7

作者：

Jiang, Hongqiang ^{[1
]}

Liu, Min ^{[1
]}

Ye, Zenghui ^{[2
]}

Song, Zongqiang ^{[1
]}

Wu, Yanqi ^{[2
,3
]}

Zhang, Fengzhi ^{[2
,3
]}

机构：

[1] Zhejiang Univ Technol, Sch Pharmaceut Sci, Hangzhou 310014, Peoples R China

[2] Hangzhou Med Coll, Sch Pharmaceut Sci, Hangzhou 311399, Peoples R China

[3] Zhejiang Univ Technol, Hangzhou 310014, Peoples R China

来源：

ORGANIC CHEMISTRY FRONTIERS | 2023年 / 10卷 / 15期

关键词：

AXIALLY CHIRAL BIARYLS; C-H HALOGENATION; ENANTIOSELECTIVE SYNTHESIS; AR-F; FUNCTIONALIZATION; FLUORINATION; TRIFLUOROMETHYLTHIOLATION; REGIOSELECTIVITIES; BROMINATION; BENZYNE;

D O I：

10.1039/d3qo00570d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Transition metal-catalyzed ortho-functionalization of cyclic diaryliodonium salts has been well developed. Herein we present a transition-metal free meta-halogenation of readily available cyclic diaryliodonium salts for the preparation of valuable 2,3 & PRIME;-dihalobiaryls which can be transformed into a wide range of functionalized biaryls. The key step of this green process is the base-mediated generation of a benzyne intermediate which was successfully captured and supported the proposed mechanism.

引用

页码：3856 / 3860

页数：5

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