Intermolecular C-H silylation through cascade carbopalladation and vinylic to aryl 1,4-palladium migration

A palladium-catalyzed remote C-H silylation reaction has been developed through vinylic to aryl 1,4-palladium migration. By using alkyne-tethered aryl iodides as the starting materials and hexamethyldisilane as the silylating reagent, the reaction involves cascade intramolecular carbopalladation, 1,4-palladium migration, and silylation with hexamethyldisilane, and leads to the formation of exocyclic alkene-containing 5-silylisoquinolines as the final products.

Automated summary

The developed palladium-catalyzed remote C-H silylation reaction involves cascade intramolecular carbopalladation, 1,4-palladium migration, and silylation with hexamethyldisilane to form exocyclic alkene-containing 5-silylisoquinolines as final products.