Palladium-Catalyzed anti-Carbosilylation of Alkynes to Access Isoquinolinone-Containing Exocyclic Vinylsilanes

A Pd-catalyzed trans-selective carbosilylation reaction of alkynes has been developed. The trans-vinylpalladium species, generated through intramolecular syn-carbopalladation of alkynes and subsequent cis-trans isomerization, were captured by hexamethyldisilane to form multisubstituted vinylsilanes. This reaction provides a useful strategy for the stereoselective synthesis of isoquinolinone-containing exocyclic tetrasubstituted vinylsilanes.

Automated summary

A Pd-catalyzed trans-selective carbosilylation reaction of alkynes has been developed, leading to the formation of multisubstituted vinylsilanes. This method offers a useful strategy for the stereoselective synthesis of exocyclic tetrasubstituted vinylsilanes containing isoquinolinone.