TY - JOUR
T1 - Synthesis and properties of novel α-phosphoryl(thio)ureido alkanephosphonate derivatives
AU - Zhou, Jia
AU - Chen, Ru Yu
N1 - Funding Information:
The authors would like to thank the National Natural Science Foundation of P.R. China for financial support. We also wish to express many thanks to Associate Prof. D. W. Qiu, who is currently doing research in Department of Plant Pathol-ogy, Cornell University, for conducting the prelimilary test of antiphytoviral activities.
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 - Antiphytoviral chemicals
KW - Desulphurisation
KW - Synthesis
KW - α-Phosphoryl(thio)ureido alkanephosphonates
KW - α-aminoalkanephosphonates
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U2 - 10.1080/10426509608038816
DO - 10.1080/10426509608038816
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 -