Pd-Catalyzed Vinylic C–H Funtionalization for the Synthesis of 1,4-Disilylated 1,3-Dienes

A palladium-catalyzed C–H silylation reaction of alkenyl triflates has been developed, employing a norbornene analogue as a relay for C–H activation. The reaction forms C(vinyl), C(alkyl)-palladacycles as the key intermediates via norbornene analogue-relayed C–H activation. These palladacycles subsequently react with a disilane to form disilylated intermediates, which undergo a retro-Diels–Alder reaction to deliver the final products. This method offers an efficient route to Z,Z-1,4-disilylated 1,3-dienes.