The Perfluoroallylation Of Terminal Alkynes And Transformation Of The Products

This thesis was focused on the addition of pentafluoro-3-iodo-propene to terminal alkynes and the transformation of the products.The thesis consists of two parts.First, pentafluoro-3-iodopropene 2 was synthesized from hexafluoropropene via perfluoroallylfluosulfate 1. The addition of pentafluoro-3-iodopropene 2 with alkyne initiated by AIBN in the absence of solvent afforded l,l,2,3,3-pentafluoro-5-iodo-1,4-diene 4.Secondly, the palladium-catalyzed cross-coupling reaction of pentafluoro-5-iodo-1,4-diene 4 with organoboronic acid was further investigated. And the cross-coupling reaction of 1,1,2,3,3-penta-fluoro-5-iodo-1,4-diene (4a-b) with terminal alkyne in the presence of Pd(PPh₃)₄, Cul and Et₃N afforded pentafluoro conjugated enyne compound (7a-f).