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

✍ Scribed by Masato Matsugi; Masakazu Hasegawa; Shohei Hasebe; Shohei Takai; Ryusuke Suyama; Yusuke Wakita; Kanako Kudo; Hiromi Imamura; Toshiya Hayashi; Seiichi Haga

Publisher
Elsevier Science
Year
2008
Tongue
French
Weight
159 KB
Volume
49
Category
Article
ISSN
0040-4039

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✦ Synopsis

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 2 CO 3 provided the corresponding perfluoroalkylated products in moderate to good yields. Generally, the reaction proceeded smoothly at room temperature to yield regioselectively perfluoroalkylated products.

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✍ T. Linz; H.J. Schäfer 📂 Article 📅 1987 🏛 Elsevier Science 🌐 French ⚖ 101 KB

Cr03 in CH2C12/CH3COOH/(CH3CO)20 oxidizes hydrocarbons to alcohols and ketones, Sa-androstane and 36-acetoxy-5a-androstane are converted to 5a-androst-14-en-16-ones. Regioselective oxidations of C-H bonds are desirable for the economic ' J.