Ru Yu Chen

STUDIES ON ORGANOPHOSPHORUS HETEROCYCLES PART X. SYNTHESIS OF 1,4-DIPHENYL-1,4,2-DIAZAPHOSPHOLIDIN-5-ONE-2-OXIDES AND THEIR QUANTITATIVE STRUCTURE-HERBICIDAL ACTIVITY RELATIONSHIP

Abstract A number of 1,4-diphenyl-1,4,2-diazaphospholidin-5-one-2-oxides (4) have been synthesized by the Mannich-type reaction of 1,3-diphenylurea (1), substituted benzaldehydes (3) and triphenyl phosphite (2) with anhydrous toluene as the solvent. Compounds 4 have been confirmed by microanalyses and spectroscopic methods. The bioassay indicates that some of compounds prepared have good selective herbicidal activity and the quantitative structure-herbicidal activity relationship (QSAR) of compounds 4 has also been studied.

Studies on Organophosphorus Heterocycles Part XI, A New Route to Cyclic Phospholipid Analogues Via Cyclization of Lawesson's Reagent With Long-Chain 1-Glyceryl Ethers

Abstract Abstract: A new approach to the synthesis of cyclic phospholipid analogues was proposed by the use of heterocyclization of Lawessons reagent with long-chain 1-glyceryl ethers.

SYNTHESIS OF 3,4-DIPHENYL-1,3,4-DIAZAPHOSPHOLIDIN-2-THIONE-4-OXIDES AND THEIR QUANTITATIVE STRUCTURE-HERBICIDAL ACTIVITY RELATIONSHIP

Abstract A number of 3,4-diphenyl-1,3,4-diazaphospholidin-2-thione-4-oxides (4, 5) have been synthesized. The geometric isomers of compounds 4 are separated. However, for compounds 5 only the cis-isomer was found. All the products have been confirmed by microanalyses and spectroscopic methods. The bioassay indicates that some of the compounds prepared have high selective herbicidal activity and the quantitative structure-herbicidal activity relationship (QSAR) of compounds 5 has also been studied.

Synthesis and properties of novel nitrogen mustard linked phosphoryl diamide derivatives

Abstract Two series of novel phosphoryl diamide derivatives (3, 4) containing the nitrogen mustard group were synthesized, and the effects of substituents on the reactivity and the spectral properties are discussed. All the compounds prepared were confirmed by 1H NMR, IR, MS, 31P NMR and elemental analysis. Preliminary bioassays indicate that compounds 3 have good antitumor activities, and some of compounds 4 display high inhibitory activities against the tobacco mosaic virus (TMV).

A STEREOSELECTIVE SYNTHESIS OF UNSATURATED PHOSPHONATES BY WITTIG-HORNER REACTIONS OF BISPHOSPHONYLMETHANE WITH 5-ARYL-(3-METHYL)-2E,4E-PENTADIENALS

Abstract A new type of unsaturated phosphonates 5 were synthesized by the Wittig-Homer reactions of bisphosphonylmethane 4 with 5-aryl-2(E),4(E)-pentadienal and 5-aryl-3-methyl-2(E), 4(E)-pentadienal. The structures of all new compounds prepared were characterized by 1H NMR, 31P NMR, 13C NMR, IR spectra, MS and elemental analyses, one of them was determined by X-ray diffraction analysis.

SYNTHESIS AND PROPERTIES OF NOVEL α-PHOSPHORYL(THIO)UREIDOALKANEPHOSPHONATE DERIVATIVES

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.

Synthesis of 2-(p-Toluenesulfonamido)-4-phenyl-4, 5-dihydro-1H-1, 3, 4-diazaphosphole 4-oxides

Abstract Some novel unsaturated five-membered organophosphorus heterocyclic compounds, 2-(p-toluenesulfonamido)-4-phenyl-4, 5-dihydro-1H-1, 3, 4-diazaphosphole 4-oxides 8 have been synthesized by Mannich-type reaction of p-toluenesulfonylguanidine with phenyldichlorophosphine and ketones.

SYNTHESIS OF PHOSPHONODIPEPTIDE DERIVATIVES OF EXO-7-OXABICYCLO [2.2.1] HEPTANE-2,3-DICARBOXYLIC ANHYDRIDE

Abstract A series of phosphonodipeptide derivatives of norcantharidin (exo-7-oxabicyclo[2.2.1] heptane-2,3-dicarboxylic anhydride) were synthesized and their structures were confirmed by 1H NMR, 31P NMR, IR, MS and elemental analysis.

A Convenient and Efficient Synthesis of Novel Cyclic Phospholipid Analogues Containing Thio(Seleno) Phosphate-Phosphonate Linkages

Abstract Some novel cyclic phospholipid analogues containing the thio(seleno) phosphate-phosphonate linkages have been synthesized in good yields by a convenient one-pot procedure utilizing tris(diethylamino)phosphine activated by iodine as the phosphorylating and ring-closing reagent.

SYNTHESIS OF 1,2-CYCLIC MONOACYL-RAC-GLYCEROTHIO-PHOSPHATES OF CANTHARIDIN ANALOGUES

Abstract A series of 1,2-cyclic monoacyl-rac-glycerothiophosphates of cantharidin and its analogues were synthesized in a one-pot procedure in overall yields of 44-55.5% by means of hexae-thylphosphorus triamide, activated by a catalytic amount of iodine, as phosphorylating reagent. Their structures were confirmed by 1H NMR, 31PNMR, IR and elemental analysis.Abstract A series of 1,2-cyclic monoacyl-rac-glycerothiophosphates of cantharidin and its analogues were synthesized in a one-pot procedure in overall yields of 44-55.5% by means of hexae-thylphosphorus triamide, activated by a catalytic amount of iodine, as phosphorylating reagent. Their structures were confirmed by 1H NMR, 31PNMR, IR and elemental analysis.