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Unusual ipso Substitution of Diaryliodonium Bromides Initiated by a Single‐Electron‐Transfer Oxidizing Process
Author(s) -
Dohi Toshifumi,
Ito Motoki,
Yamaoka Nobutaka,
Morimoto Koji,
Fujioka Hiromichi,
Kita Yasuyuki
Publication year - 2010
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200907281
Subject(s) - oxidizing agent , chemistry , substitution (logic) , nucleophilic aromatic substitution , radical , substitution reaction , ring (chemistry) , electrophilic aromatic substitution , electron transfer , medicinal chemistry , aromaticity , nucleophile , combinatorial chemistry , nucleophilic substitution , organic chemistry , catalysis , molecule , computer science , programming language
Aromatic substitution : The treatment of diaryliodonium bromides 1 with aromatic nucleophiles 2 , afforded a variety of heteroaryl‐containing biaryls 3 in good yields. The ipso ‐substitution process at the heteroaryl ring in 1 occurs through the formation of aromatic cation radicals, which are initiated by the single‐electron‐transfer (SET) oxidation of 2 . (HFIP= hexafluoroisopropanol)