HMDST as Useful Tool in Organic Synthesis: A Further Step in the Delivery of Sulfur Functionalities

Abstract

Bis(trimethylsilyl)sulfide (HMDST) was demostrated to be a very efficient reagent in the delivery of sulfur functionalities, allowing us to synthesize a wide range of thiocarbonyl compounds. The most reactive derivatives were trapped with suitable dienes, leading to the synthesis of different heterocyclic molecules with an high degree of chemo- and regioselectivity. Recently, the mildness of this methodology also allowed us to obtain particularly reactive thiooxocompounds, such as thioformylsilanes, α,β-unsaturated thioaldehydes, thioketones, thioacylsilanes, and thioacylstannanes.