Russian Chemical Bulletin

, Volume 68, Issue 2, pp 284–292 | Cite as

Mixed iodonium-, phosphonium-, arsonium-, sulfoniumdiazonium ylides in reactions with nucleophiles

  • T. A. PodruginaEmail author
  • A. S. Pavlova
  • D. S. Vinogradov
  • M. V. Shuvalov
  • I. D. Potapov
  • I. I. Levina
  • A. V. Mironov
  • R. Gleiter
Full Articles


The reactions of mixed ylides containing a diazonium fragment and an "onium" group of different nature with nucleophiles were studied. In the iodonium-diazonium and sulfoniumdiazonium ylide, the nucleophile first of all substitutes the iodonium and sulfonium group. A series of hetaryl-substituted phosphazines was obtained by a one-pot process of nucleophilic substitution in a diazonium-iodonium ylide with subsequent nucleophilic addition of triarylphosphine at the diazo group.

Key words

mixed ylides iodonium-diazonium ylides arsonium-diazonium ylides sulfonium-diazonium ylides nucleophilic substitution nucleophilic addition phosphazines triarylphosphines 


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Copyright information

© Springer Science+Business Media, Inc. 2019

Authors and Affiliations

  • T. A. Podrugina
    • 1
    Email author
  • A. S. Pavlova
    • 1
  • D. S. Vinogradov
    • 1
  • M. V. Shuvalov
    • 1
  • I. D. Potapov
    • 1
  • I. I. Levina
    • 2
  • A. V. Mironov
    • 1
  • R. Gleiter
    • 3
  1. 1.Department of ChemistryLomonosov Moscow State UniversityMoscowRussian Federation
  2. 2.N. M. Emanuel Institute of Biochemical PhysicsRussian Academy of SciencesMoscowRussian Federation
  3. 3.Institute of Organic Chemistry of the Heidelberg UniversityHeidelbergGermany

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