Reaction of (alkyloxycarbonyl)- and (benzoyl)-methylenetriphenylphosphoranes with fluorine-containing diazodiketones leads to olefination of the perfluoroacyl carbonyl group and formation of fluorinated vinyldiazoketones. The analogous reaction with non-fluorinated diazodiketones does not proceed under the same conditions. The resulting fluorine-containing vinyldiazoketones have an E-configuration regardless of the nature and size of the substituents.
aliphatic diazo compounds - Wittig reaction - fluorine-containing vinyldiazoketones - 1,3-diketones - diazo transfer reaction
