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

Jia Zhou, Ru Yu Chen

Research output: Contribution to journalArticle

7 Scopus citations

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
DOIs
StatePublished - Jan 1 1996
Externally publishedYes

Keywords

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

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Inorganic Chemistry

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