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Monatshefte für Chemie / Chemical Monthly

, Volume 116, Issue 8–9, pp 1041–1049 | Cite as

3-Oxo-2-tosyloxy-1-alkenylphosphonsäuredialkylester als Synthone zum Aufbau von Hetarylphosphonsäuredialkylestern

  • Gottfried Penz
  • Erich Zbiral
Organische Chemie And Biochemie

Dialkyl 3-oxo-2-tosyloxy-1-alkenylphosphonates—Synthones for the preparation of dialkyl hetarylphosphonates

Abstract

The title compounds4 react with amidines to give pyrimidinylphosphonates6 and pyrimidinonderivatives8, respectively. Otherwise the pyridinylphosphonate7 and the 2-pyridonderivative9 are formed only in small amounts by treating4 with 3-amino-2-butenoate. With hydrazine compound4 affords pyrazolylphosphonates10 and the pyrazolonylderivative11. 4-Acyl-1,2,3-triazolylphosphonates12 can easily be prepared by reaction of4 with sodium azide.

Keywords

Dialkyl 3-oxo-2-tosyloxy-1-alkenylphosphonates, reaction with bidentate (ambient) nucleophiles Hetarylphosphonates Reactivity, comparison between 3-oxo-1-alkenylphosphonium salts and 3-oxo-1-alkenylphosphonates 

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Copyright information

© Springer-Verlag 1985

Authors and Affiliations

  • Gottfried Penz
    • 1
  • Erich Zbiral
    • 1
  1. 1.Institut für Organische ChemieUniversität WienWienÖsterreich

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