Application de la chimie radicalaire des xanthates pour la synthèse de molécules organo-fluorées

摘要

This PHD thesis is divided in four chapters. The first bibliographic chapter presents the general principles of radical chemistry, the possibility offered by the xanthate radical chemistry and some general aspects of fluorine chemistry, main focus of this work. The second chapter is dedicated to the synthesis of highly functionnalized gem difluoro olefins. The method, involving three different steps, allow the transformation of a terminal alkene into a gem difluoro terminal alkene, with two new carbon atoms on the chain.The third chapter presents an original synthesis of a new family of organofluorine compounds : difluorothiochromans. This method relies on the use of a new fluorinated xanthate, whose synthesis is also presented. The latter may also be used for the preparation of gem difluoro olefins. Finally, the last chapter describes the synthesis and the use of a new precursor of chlorodifluoromethyl radicals. The synthesis of gem difluoro olefins, gem difluoro dienes and fluorinated heterocycles using this new precursor are discussed.