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Russian Journal of General Chemistry

, Volume 83, Issue 10, pp 1888–1894 | Cite as

Acyloxy derivatives of trivalent phosphorus in amidoalkylation of hydrophosphoryl compounds

  • M. E. Dmitriev
  • V. V. Ragulin
Article

Abstract

In order to model the previously suggested mechanism of the P-C bond formation via the Arbuzov reaction, we have studied the interaction of diethylacylphosphite (prepared beforehand as well as generated in situ from tetraethylpyrophosphite) with the in situ generated acyliminium cation. Various conditions of in situ generation of acylphosphite derivatives of P(III) from hydrophosphoryl compounds and acyliminium ions from N,N′-alkylidenebiscarbamates have been investigated: solvent nature, acid catalyst, and the reagents mixing order). The results obtained have confirmed the suggested mechanism of three-component reaction of amidoalkylation of hydrophosphoryl compounds with the formation of P-C bond via the Arbuzov reaction of in situ formed intermediates.

Keywords

Acetic Anhydride Methylphosphonous Acid Diethylphosphite Trivalent Phosphorus Arbuzov Reaction 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© Pleiades Publishing, Ltd. 2013

Authors and Affiliations

  1. 1.Institute of Physiologically Active CompoundsRussian Academy of SciencesChernogolovkaRussia

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