Use of Lawesson's reagent in organic syntheses

Currently, Lawesson's Reagent (LR) is commercially available and widely used in organic syntheses. It can be easily synthesized with the reaction of anisole and P₄S₁₀. It was known that LR is unstable in solution at temperatures over 110°C, and it decomposes or polymerizes slowly. The reactivity order of LR toward hydroxyl and carboxyl groups are as follows: hydroxyl, amide, ketone, and esters. These reactions provide synthetic chemists with a tool of designing their synthetic methodology accordingly. Additionally, LR is widely applied for the synthesis of almost all kinds of heterocyclic compounds incorporating sulfur atoms and its range varies form thiophene to thiazole, thiazine, thiadiazole, thiadiazine, dithiin and pyrazoles.