REACTIONS OF ETHOXYETHYNYLPHOSPHINES WITH PHENYL AZIDE AND NUCLEOPHILES.1,5-ALKYLOTROPIC MIGRATION IN PHOSPHORUS(IV)-SUBSTITUTED KETENE ACETALS

Article abstract of DOI:10.1007/BF00959729

Ethoxyethynyl-di-tert-butylphosphine reacts with phenyl azide in the presence of amines, alcohols, phenol, or water by addition of the nucleophile to the triple bond of the unstable ethoxyethynyldi-tert-butyl-N-phenyliminophosphorane.It has been found that iminophosphorylated ketene acetals are usually unstable, undergoing 1,5-alkylotropic migration to give alkoxycarbonylmethylene(alkylphenylamino)phosphoranes.