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 language | English (US) |
|---|---|
| Pages (from-to) | 247-256 |
| Number of pages | 10 |
| Journal | Phosphorus, Sulfur and Silicon and Related Elements |
| Volume | 118 |
| Issue number | 1-4 |
| State | Published - 1996 |
| Externally published | Yes |
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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 journal › Article
}
TY - JOUR
T1 - Synthesis and properties of novel α-phosphoryl(thio)ureido alkanephosphonate derivatives
AU - Zhou, Jia
AU - Chen, Ru Yu
PY - 1996
Y1 - 1996
N2 - 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.
AB - 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.
KW - α-aminoalkanephosphonates
KW - α-Phosphoryl(thio)ureido alkanephosphonates
KW - Antiphytoviral chemicals
KW - Desulphurisation
KW - Synthesis
UR - http://www.scopus.com/inward/record.url?scp=2542441950&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=2542441950&partnerID=8YFLogxK
M3 - Article
AN - SCOPUS:2542441950
VL - 118
SP - 247
EP - 256
JO - Phosphorus, Sulfur and Silicon and the Related Elements
JF - Phosphorus, Sulfur and Silicon and the Related Elements
SN - 1042-6507
IS - 1-4
ER -