Direct perfluoroalkylation of non-activated aromatic C–H bonds of phenols

A simple procedure for the perfluoroalkylation of the aromatic ring of phenols under mildly basic conditions is described. Treatment of a variety of phenols with perfluoroalkyl iodide in the presence of the radical initiator V-70L and Cs 2CO 3 provided the corresponding perfluoroalkylated products i...

Full description

Saved in:
Bibliographic Details
Published inTetrahedron letters Vol. 49; no. 26; pp. 4189 - 4191
Main Authors Matsugi, Masato, Hasegawa, Masakazu, Hasebe, Shohei, Takai, Shohei, Suyama, Ryusuke, Wakita, Yusuke, Kudo, Kanako, Imamura, Hiromi, Hayashi, Toshiya, Haga, Seiichi
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 23.06.2008
Elsevier
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
2,2'-AZOBIS(2,4-DIMETHYL-4-METHOXYVALERONITRILE) V-70
SUBSTITUTION
STEREOSELECTIVE-SYNTHESIS
ADDITIONS
Online AccessGet full text

Cover

More Information
Summary:A simple procedure for the perfluoroalkylation of the aromatic ring of phenols under mildly basic conditions is described. Treatment of a variety of phenols with perfluoroalkyl iodide in the presence of the radical initiator V-70L and Cs 2CO 3 provided the corresponding perfluoroalkylated products in moderate to good yields. Generally, the reaction proceeded smoothly at room temperature to yield regioselectively perfluoroalkylated products.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2008.04.106