Synthesis and properties of novel α-phosphoryl(thio)ureido alkanephosphonate derivatives

Jia Zhou, Ru Yu Chen

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

Two series of novel α-phosphoryl(thio)ureido alkanephosphonate derivatives (5,6) have been synthesized by a convenient, multistep route involving the addition reaction of phosphoryl isothiocyanides with α-aminoalkanephosphonates and a homogeneous desulphurisation utilizing Ag+-H2O system as key steps. The carbodiimide intermediate 8 in the conversion of compounds 5 into 6 was trapped to afford regioselectively the corresponding imino-ether 9 instead of its isomer 10. All the compounds prepared were confirmed by 1H NMR, IR, MS, 31P NMR and elemental analysis. Preliminary bioassays indicate that compounds 5 and 6 have potent antiphytoviral activities against the tobacco mosaic virus (TMV). In addition, some of 5 possess selective herbicidal activities and some of 5 and 6 exhibit good fungicidal activities against wheat leaf rust and cucumber grey blight.

Original languageEnglish (US)
Pages (from-to)247-256
Number of pages10
JournalPhosphorus, Sulfur and Silicon and Related Elements
Volume118
Issue number1-4
StatePublished - 1996
Externally publishedYes

Fingerprint

Tobacco Mosaic Virus
Carbodiimides
Cucumis sativus
Biological Assay
Ether
Triticum
Nuclear magnetic resonance
Derivatives
Addition reactions
Tobacco
Bioassay
Viruses
Isomers
Chemical analysis
Proton Magnetic Resonance Spectroscopy

Keywords

  • α-aminoalkanephosphonates
  • α-Phosphoryl(thio)ureido alkanephosphonates
  • Antiphytoviral chemicals
  • Desulphurisation
  • Synthesis

ASJC Scopus subject areas

  • Inorganic Chemistry

Cite this

Synthesis and properties of novel α-phosphoryl(thio)ureido alkanephosphonate derivatives. / Zhou, Jia; Chen, Ru Yu.

In: Phosphorus, Sulfur and Silicon and Related Elements, Vol. 118, No. 1-4, 1996, p. 247-256.

Research output: Contribution to journalArticle

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