Suzuki–Miyaura cross-coupling of alkenyl tosylates with alkenyl MIDA boronates

A practical procedure for the palladium-catalysed Suzuki–Miyaura coupling of various alkenyl tosylates with alkenyl MIDA boronates has been developed. Commercially available trans-bromo[N-succinimidyl-bis(triphenylphosphine)]palladium(II) [Pd(PPh3)2NBS] is an effective catalyst under the slow release conditions of MIDA boronates; with less activated alkenyl tosylates addition of the cheap, air-stable tricyclohexylphosphine tetrafluoroborate enhances reactivity.