Oxygenative Perfluoroalkylation of Olefinic Compounds using Perfluoroalkyl Iodide in the Presence of Oxygen.

Accession number;02A0620434
Title;Oxygenative Perfluoroalkylation of Olefinic Compounds using Perfluoroalkyl Iodide in the Presence of Oxygen.
Author; YOSHIDA MASATO (Grad. Sch. of Tokyo Metrop. Univ.) OKOSHI MASANORI (Grad. Sch. of Tokyo Metrop. Univ.) MURAOKA TSUNEHIRO (Grad. Sch. of Tokyo Metrop. Univ.) IYODA MASAHIKO (Grad. Sch. of Tokyo Metrop. Univ.)
Journal Title;Fusso Kagaku Toronkai Koen Yoshishu
Journal Code:F0135B
ISSN:
VOL.25th;NO.;PAGE.88-90(2001)
Figure&Table&Reference;
Pub. Country;Japan
Language;Japanese
Abstract;Reactions of perfluoroalkyl iodides with styrene and its derivatives were investigated under radial conditions in the presence of oxygen. The photochemical reactions of .ALPHA.-methylstyrene and its derivatives with CF3(CF2)nI (n=3,5,9) in the presence of hexabutylditin under oxygen produced the perfluoroalkylated alcohols in good yields. Furthermore, the reactions of .ALPHA.-methylstyrene with CF3(CF2)nI (n=3,5,9) and Na2S2.OMICRON.4 in the presence of base under air formed the same alcohols in good yields. The alcohols were found to provide novel type of .ALPHA.-fluoroalkylated styrenes by acidic dehydration. Perfluoroalkylated .ALPHA.,.BETA.-unsaturated ketones were synthesized by oxygenative perfluoroalkylations of .ALPHA.-chlorostyrene using CF3(CF2)nI (n=3,5,9) under the radical reaction conditions. The ketones were found to be good synthetic building blocks for perfluoroalkylated heterocycles, such as razoles, dihydrodiazepines, rimidines and isoxazoles. (author abst.)
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