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
收藏
页码：3856 / 3860
页数：5
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