The Synthesis Of Fluorinated Compounds

Fluorine atoms prevail in pharmaceuticals,agrochemicals,and materials due to their unique biological,chemical,and physical properties.It is important to develop convenient methods for the synthesis of fluorinated compounds.This thesis focused on the synthesis of fluoroalkylated compounds fromaldehydes,ketones and their derivatives.It includes two parts:Firstly,a novel protocol is herein described for the preparation of tri-/difluoromethylated N,N-dialkylhydrazones under transition-metal-free conditions and this reaction can be scaled up to the gram level easily.The reaction protocol is operationally simple and performed at ambient temperature,allowing obtaining the desired products in satisfactory yields.The easy-to-handle sodium tri-and difluoromethanesulfinates serve as effective fluoroalkyl radical precursors.Secondly,a practical method for ??reductive coupling of alkenylpyridines and ?-tri-/difluoroalkyl ketones is described.This reaction,using commercially available reagent Hantzsch ester(HEH)as photo-reductant,readily provides a variety of desired products in good yields upon visible-light irradiation.