Two types of fluoro-functionalizations mediated by reactive chalcogen reage
nts have been summarized. The first is a generation of benzeneselenenyl flu
oride and its electrophilic reactions with alkenes, electron-deficient alke
nes, isonitriles and alpha-diazocarbonyl compounds. The second is a single
electron transfer (SET) reaction of benzene chalcogenolates to perfluoroalk
yl halides such as trifluoromethyl bromide, dibromodifluoromethane, bromodi
fluoroacetates etc., where perfluorinated alkyl radicals generated in the S
ET reaction undergo addition to alkenes and alkynes to give perfluoroalkyl-
chalcogenated molecules. (C) 2000 Elsevier Science S.A. All rights reserved
.