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Diphenyliodonium‐Catalyzed Fluorination of Arynes: Synthesis of ortho ‐Fluoroiodoarenes
Author(s) -
Zeng Yuwen,
Li Guangyu,
Hu Jinbo
Publication year - 2015
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201503308
Subject(s) - aryne , halogenation , vicinal , catalysis , nucleophile , fluorine , electrophile , chemistry , substrate (aquarium) , combinatorial chemistry , salt (chemistry) , electrophilic fluorination , organic chemistry , oceanography , geology
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 C 4 F 9 I was also found to be crucial to ensure the efficient fluorination. This new synthetic protocol has a broad substrate scope under mild reaction conditions.
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