Diphenyliodonium-Catalyzed Fluorination of Arynes: Synthesis of ortho-Fluoroiodoarenes

被引：54
|
作者：
Zeng, Yuwen [1 ]
Li, Guangyu [1 ]
Hu, Jinbo [1 ]
机构：
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, Shanghai 200032, Peoples R China
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2015年 / 54卷 / 37期
基金：
中国国家自然科学基金;
关键词：
arynes; fluorine; hypervalent compounds; Lewis acids; synthetic methods; COPPER-MEDIATED FLUORINATION; C-H FLUORINATION; DIARYLIODONIUM SALTS; POLYVALENT IODINE; ORGANIC-SYNTHESIS; AR-F; FLUORIDE; EXCHANGE; CHEMISTRY; BENZYNE;
D O I：
10.1002/anie.201503308
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Described is a one-pot vicinal fluorination-iodination of arynes at room temperature. The diphenyliodonium salt proved to be a privileged catalyst for this nucleophilic fluorination process using CsF as a fluorine source, and a subsequent facile electrophilic iodination with C4F9I was also found to be crucial to ensure the efficient fluorination. This new synthetic protocol has a broad substrate scope under mild reaction conditions.
引用
收藏
页码：10773 / 10777
页数：5
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