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

DOI: 10.1007/BF00959729

Source and publish data:

Bulletin of the Academy of Sciences of the USSR Division of Chemical Science p. 2486 - 2491 (1991)

Update date:2022-08-05

Topics:

Authors:

Lukashev, N. V.

Zhichkin, P. E.

Fil'chikov, A. A.

Kazankova, M. A.

Luzikov, Yu. N.

Beletskaya, I. P.

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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.

Full text of DOI:10.1007/BF00959729

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