A series of 3-phenyl benzo[d][1,2,3]triazin-4(3H)-one derivatives were synthesized through the condensation of phenol E and alkyl (alkenyl, alkynyl) chlorides (bromides, iodide) or alkyl chloroacetates or N-alkyl chloroacetamides using K₂CO₃ as the acid acceptor in N,N-dimethylformamide. Phenol E was prepared from starting material, 5-amino-2-chloro-4-fluorophenyl ethyl carbonate, in four steps involving in amidation, reduction, diazotization, and deprotecting-group reaction. The herbicidal activities of the title compounds were tested against two dicotyledonous plants and two monocotyledonous plants, in which some of them exhibited high herbicidal activities against two dicotyledonous plants in preemergence and postemergence treatments. Moreover, when the dosage was decreased to 180 and 90 g/ha, compounds F1, F8, and F9 showed highly selective inhibitory activities against amaranth pigweed, alfalfa, asteraceae, field sowthistle, morning glory, purslane, and velvetleaf in postemergence treatment but had no herbicidal efficacy on rape except F1, suggesting that it be possible to find a kind of herbicides to inhibit dicotyledonous weeds in the field of dicotyledonous crops with the same genus as aforementioned weeds.

Two diphosphane ligands – 2,5-bis(2-(diphenylphosphino)-5-R)phenyl)-1,3,4-oxadiazole (L1, R = H, L2, R = OMe) and their binuclear complexes, L1Cu and L2Cu, were prepared and characterized. The molecular structures of L1Cu and L2Cu, as perchlorate salts, were established by X-ray crystallography, which showed them to be binuclear complexes with each Cu atom tetrahedrally coordinated by two P atoms and two N atoms. The ligands and their Cu(I) complexes catalyzed Sonogashira coupling reactions of iodobenzene with phenylacetylene in the presence of K₂CO₃ under Pd-free conditions. Coupling reactions catalyzed by L1 or L2 with Cu(MeCN)₄ClO₄ in situ exhibited better yields than those by the corresponding Cu(I) complexes L1Cu or L2Cu. Detailed studies showed L1 or L2 with Cu(MeCN)₄ClO₄ to be suitable catalysts for the coupling reaction of terminal alkynes and aryl halides. The coupling reactions of aryl iodides with electron-withdrawing groups showed better results. Copyright © 2014 John Wiley & Sons, Ltd.

A variety of 3-N-substituted amino-6-benzyloxypyridazine derivatives were designed and synthesized in satisfactory yields. Their structures were confirmed by IR, ¹H-NMR, and elemental analysis; compound 5j was further determined by X-ray diffraction crystallography. Their herbicidal activities were evaluated through barnyard grass and rape cup tests in laboratory bioassays. Most of the title compounds 5 displayed moderate herbicidal activities against the dicotyledonous plant Brassica campestris L. The most active compounds in the laboratory were also evaluated in the greenhouse.