“…The primary phosphine is formed in 52% yield in the phosphorylation of acrylonitrile in an autoclave under an elevated pressure of phosphine (28 ± 32 atm). 60 In the 1970s, a series of studies was published on the nucleophilic addition of phosphine to dialkyl vinylphosphonates, 63,64 vinyldialkylphosphine sulfides, 65,66 and even to relatively weak electrophiles Ð vinyldiphenylphosphine 67 ±70 and vinylphosphonous diamides. 71 The reactions occur in boiling THF in the presence of Bu t OK, 63 ± 66, 70 or in benzene in the presence of PhLi at 100 8C (autoclave), 67 ± 69 or in the `metallic potassium ± liquid ammonia' system 71 and result in the formation of functionalised tertiary phosphines 2a ± e, their yields ranging from 24% (2a) to 95% (2e).…”