An efficient synthesis of 2-(1-(E)-alkenyl)phenylphosphonates via Suzuki reaction of aryl nonaflates with (E)-1-alkenylboronates

Abstract

An efficient and general Suzuki coupling reaction between 2-phosphonylaryl nonaflates and (E)-1-alkenylboronic pinacol esters using Pd(OAc) 2/PPh3 as catalysts, K2CO3 as base and DMF as solvent has been developed. This strategy allows for convenient synthesis of twelve 2-(1-(E)-alkenyl)phenylphosphonates in good to excellent yields, most of which are not readily available by the previously reported Heck reaction of the same aryl nonaflates and terminal alkenes. © 2013 Elsevier B.V. All rights reserved.