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Russian Journal of General Chemistry

, Volume 88, Issue 11, pp 2290–2295 | Cite as

Reactions of Arylenedioxytrihalophosphoranes with Acetylenes: XV.1 Reaction of 2,2,2-Tribromo-4,6-di-tert-butylbenzo-1,3,2λ5-dioxaphospholedioxaphosphole with Pent-1-yne

  • A. V. NemtarevEmail author
  • V. F. Mironov
  • R. R. Fayzullin
  • I. A. Litvinov
  • R. Z. Musin
Article
  • 14 Downloads

Abstract

2,2,2-Tribromo-4,6-di-tert-butylbenzo-1,3,2λ5-dioxaphospholedioxaphosphole reacted with a terminal alkyne, pent-1-yne, to give a mixture of two isomeric 1,2-benzoxaphosphinine derivatives, 6,8- and 5,7-di-tert-butyl-2-bromo-4-propylbenzo-1,2λ5-oxaphosphinin-2-oxides, at a ratio of 5.9: 1. The regioselectivity of substitution of oxygen in the dioxaphosphole fragment by carbon differs from that observed previously in the reaction with 4,6-di-tert-butyl-2,2,2-trichlorobenzo-1,3,2λ5-dioxaphosphole: the minor isomer was formed as a result of substitution of the oxygen atom in the ortho position with respect to one tert-butyl group of the initial phosphole.

Keywords

phosphorane benzo-1,3,2-dioxaphosphole oxaphosphinine phosphorylation ipso substitution 

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Copyright information

© Pleiades Publishing, Ltd. 2018

Authors and Affiliations

  • A. V. Nemtarev
    • 1
    • 2
    Email author
  • V. F. Mironov
    • 1
    • 2
  • R. R. Fayzullin
    • 1
  • I. A. Litvinov
    • 1
  • R. Z. Musin
    • 1
  1. 1.A.E. Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific CenterRussian Academy of SciencesKazan, TatarstanRussia
  2. 2.Kazan (Volga Region) Federal UniversityKazan, TatarstanRussia

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