Palladium-catalyzed hydrophosphonylation of alkenes with dialkyl H-phosphonates
The palladium-catalyzed hydrophosphonylation of alkenes with previously unreactive acyclic dialkyl H-phosphonates has been developed. A catalyst system based on palladium/DavePhos or palladium/SPhos enables the transformation of various alkenes to phospho
Candy, Mathieu,Rousseaux, Sophie A. L.,Sanroman, Alberto Cirugeda,Szymczyk, Monika,Kafarski, Pawel,Leclerc, Eric,Vrancken, Emmanuel,Campagne, Jean-Marc
supporting information
p. 2703 - 2708
(2014/09/29)
Hydrophosphorylation of alkenes with dialkyl phosphites catalyzed by Mn(III) under air
A facile method for the synthesis of organophosphonates from alkenes and dialkyl phosphites was developed by the use of Mn(II) under air. Thus, the reaction of 1-octene with diethyl phosphite in the presence of Mn(OAc) 2 (5 mol %) under air at 90 °C led to diethyl octylphosphonate (78%) and diethyl (2-hexyl)decylphosphonate (6%). Internal alkenes such as cis-2-octene gave a regioisomeric mixture of the corresponding hydrophosphorylation products in 84% yields.