Access to Five-Membered Silacycles via Pd-Catalyzed Heck-Type Coupling with Arylthianthrenium Salts

Here, we report the preparation of a series of dihydrosilole derivatives via a Pd-catalyzed Heck-type reaction by employing arylthianthrenium salts as the arylating reagent. The reaction features mild conditions, excellent functional group and heterocycle tolerance, thus providing a general approach for the construction of 2,3-dihydrosiloles in high efficiency. Notably, the new protocol could be further applied to the late-stage installation of silacycles in bioactive complexes via site-selective thianthrenation and a sequential Pd-catalyzed Heck-type coupling reaction.