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

页码：10773 / 10777

页数：5

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