Reactions of tervalent phosphorus–nitrogen compounds. Part II. Aldehydes and ketones

Abstract

Diethyl N-phenylphosphoramidite reacts with benzaldehyde and with cyclohexanone to give the corresponding α-anilinophosphonate, together with a mixture of diethyl phosphonate and the anil. N-Phenyldiphenylphosphinous amide gives the α-anilinophosphine oxide with benzaldehyde, but the anil with cyclohexanone since the intermediate secondary phosphine oxide decomposes to the biphosphine monoxide in this case. Possible mechanisms for these reactions are briefly discussed.