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Chemistry of Heterocyclic Compounds

, Volume 54, Issue 2, pp 205–208 | Cite as

Epoxidation of 4,5-dialkyl-2,3-dihydro-1Н-phosphole 1-oxides

  • Vladimir A. D’yakonov
  • Rina A. Agliullina
  • Alevtina L. Makhamatkhanova
  • Tatyana V. Tyumkina
  • Usein M. Dzhemilev
SHORT COMMUNICATIONS

A method was developed for the synthesis of 1,5-dialkyl(cycloalkyl,phenyl)-2-phenyl-6-oxa-2-phosphabicyclo[3.1.0]hexane 2-oxides from alkynes, involving the epoxidation of unsaturated cyclic organophosphorus compounds with m-chloroperbenzoic acid. The organophosphorus compounds were obtained by a reaction sequence consisting of catalytic cycloalumination of symmetrical acetylenes with triethylaluminum in the presence of bis(cyclopentadienyl)zirconium(IV) dichloride catalyst leading to the formation of 2,3-disubstituted aluminacyclopent-2-enes and in situ reaction of the latter with dichlorophenylphosphine.

Keywords

aluminacyclopentenes 2,3-dihydrophospholes epoxyphospholanes heterocyclic compounds organoaluminum compounds zirconocene dichloride cycloalumination epoxidation metal complex catalysis 

Notes

This work received financial support from the Russian Foundation for Basic Research (project 16-33-00193) and grant of the President of the Russian Federation (NSh-5240.2018.3). The structural studies were performed with the use of Collective Usage Center “Agidel” at the Institute of Petrochemistry and Catalysis, Russian Academy of Sciences.

Supplementary material

10593_2018_2255_MOESM1_ESM.pdf (2 mb)
ESM 1 (PDF 2014 kb)

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Copyright information

© Springer Science+Business Media, LLC, part of Springer Nature 2018

Authors and Affiliations

  • Vladimir A. D’yakonov
    • 1
  • Rina A. Agliullina
    • 1
  • Alevtina L. Makhamatkhanova
    • 1
  • Tatyana V. Tyumkina
    • 1
  • Usein M. Dzhemilev
    • 1
  1. 1.Institute of Petrochemistry and CatalysisRussian Academy of SciencesUfaRussia

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