Trifluoromethylation of various aromatic compounds by CF3I in the presence of Fe(II) compound, H2O2 and dimethylsulfoxide

Trifluoromethylation of aromatic and hetero-aromatic compounds by CF3I in the presence of Fe(II) compound, H2O2 and dimethylsulfoxide was investigated. Various trifluoromethylated benzene derivatives, six-membered nitrogen-containing aromatic compounds and five-membered hetero-aromatic compounds wer...

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Published inJournal of fluorine chemistry Vol. 131; no. 1; pp. 98 - 105
Main Authors Kino, Tatsuhito, Nagase, Yu, Ohtsuka, Yuhki, Yamamoto, Kyoko, Uraguchi, Daisuke, Tokuhisa, Kenji, Yamakawa, Tetsu
Format Journal Article
LanguageEnglish
Published LAUSANNE Elsevier 01.01.2010
Subjects
Chemistry
Chemistry, Inorganic & Nuclear
Chemistry, Organic
Physical Sciences
Science & Technology
SUBSTITUTION
XENON DIFLUORIDE
SULFUR-DIOXIDE
PERFLUOROALKYLATION
TITANIUM ATE
Trifluoromethylation
PHOTOCHEMICAL TRIFLUOROMETHYLATION
Trifluoromethyl iodide
Trifluoromethyl radical
CHEMISTRY
RADICAL TRIFLUOROMETHYLATION
TRIFLUOROIODOMETHANE
TRIFLUOROMETHANESULFINATE
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Summary:Trifluoromethylation of aromatic and hetero-aromatic compounds by CF3I in the presence of Fe(II) compound, H2O2 and dimethylsulfoxide was investigated. Various trifluoromethylated benzene derivatives, six-membered nitrogen-containing aromatic compounds and five-membered hetero-aromatic compounds were obtained under mild conditions. General orientation of electrophilic substitution of aromatic compounds was observed similarly as reported in other radical trifluoromethylation previously. (C) 2009 Elsevier B.V. All rights reserved.
ISSN:0022-1139
DOI:10.1016/j.jfluchem.2009.09.007