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Russian Chemical Bulletin

, Volume 64, Issue 1, pp 233–236 | Cite as

The unexpected formation of Р-ylide in the reaction of 3-azido 1,4-benzodiazepine with tricyclohexylphosphine

  • Yu. G. Gololobov
  • I. Yu. Krasnova
  • S. V. Barabanov
  • I. V. Fedyanin
  • S. A. Andronati
  • V. I. Pavlovskii
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  • 55 Downloads

Abstract

Reaction of substituted 3-azido 1,4-benzodiazepine with tricyclohexylphosphine is not the Staudinger reaction and unexpectedly results in P-ylide of 1,4-benzodiazepine. This is the first example of organic azides exhibiting the pseudo halide properties in the reactions of trivalent phosphorus compounds.

Keywords

tricyclohexylphosphine triethylphospine 3-azido-7-bromo-5-phenyl-1,2-dihydro-3Н-1,4-benzodiazepin-2-one Staudinger reaction phosphorus ylides phosphorus imides 

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Copyright information

© Springer Science+Business Media New York 2015

Authors and Affiliations

  • Yu. G. Gololobov
    • 1
  • I. Yu. Krasnova
    • 1
  • S. V. Barabanov
    • 1
  • I. V. Fedyanin
    • 1
  • S. A. Andronati
    • 2
  • V. I. Pavlovskii
    • 2
  1. 1.A. N. Nesmeyanov Institute of Organoelement CompoundsRussian Academy of SciencesMoscowRussian Federation
  2. 2.A. V. Bogatsky Physico-Chemical InstituteNational Academy of Sciences of UkraineOdessaUkraine

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