New Adventures with Thioketones and Related Compounds

Introduction

In a series of recent papers we were able to add further arguments to the opinion that thioketones are not only useful starting materials for syntheses of sulfur-containing organic compounds but can also be used as interesting models for studying mechanisms of organic reactions [1]. Due to a special ability of the thiocarbonyl group to enter cycloaddition reactions, thioketones were found to be extremely useful reagents in 1,3-dipolar cycloadditions and betero-Diels-Alder syntheses. Another interesting point concerns the application of thioketones and other thiocarbonyl compounds to the generation of sulfur-centered 1,3-dipolar species such as thiocarbonyl ylides, thiocarbonyl S-imides, thiocarbonyl S-sulfides (thiosulfines) and thiocarbonyl S-oxides (sulfines). A new topic in the studies which is directed towards the chemistry of thioketones, concerns their transformations induced by “naked” fluoride anions.