SILICON-ASSISTED SYNTHESIS AND FUNCTIONALIZATION OF SULFURATED AND SELENATED COMPOUNDS

The synthetic potential of thiosilanes and selenosilanes toward various electrophiles is described, focusing on the synthesis of a representative range of thiocarbonyl, selenocarbonyl, -functionalized compounds, and acyl-seleno derivatives. Reactions of silyl chalcogenides with epoxides, episulfides, and aziridines allowed the synthesis of -hydroxy, -mercapto, and -amino thiols, as well as of -substituted selenides and diselenides. A peculiar behavior was observed in the reaction with episulfides, leading to seven-membered trithia- and dithiaseleno-heterocycles. Furthermore, carbodesilylation of -heterosubstituted organosilanes provided a smooth access to benzothiophene and benzofuran-derivatives.