RESUMO
A series of new structural benzoylphenylureas (BPUs) containing oxime ether and oxime ester group were designed and synthesized. The larvicidal activities against Oriental armyworm and mosquito of these benzoylphenylureas were evaluated and the result of bioassay displayed specific structure-activity relationship (SAR). Most of the compounds exhibited excellent larvicidal activities against Oriental armyworm and mosquito. Interestingly, some compounds showed different structure-activity relationship towards diamondback moth, beet armyworm, and corn borer although three tested insects all belong to the same insect order.
Assuntos
Éteres/química , Inseticidas/síntese química , Oximas/química , Compostos de Fenilureia/química , Animais , Culicidae/efeitos dos fármacos , Culicidae/crescimento & desenvolvimento , Ésteres , Inseticidas/química , Larva/efeitos dos fármacos , Conformação Molecular , Mariposas/efeitos dos fármacos , Mariposas/crescimento & desenvolvimento , Compostos de Fenilureia/síntese química , Compostos de Fenilureia/farmacologia , Relação Estrutura-AtividadeRESUMO
Easily available and nontoxic FeCl(3) catalyzes intramolecular oxidative coupling for the direct construction of the phenanthrene ring using meta-chloroperbenzoic acid as sole oxidant at room temperature in excellent yields. The mechanistic investigations show that FeCl(3)-catalyzed coupling proceeds through the heterolytic coupling (A(+) + B). The catalytic approach has been applied to intermolecular biaryl coupling of 2-naphthols and phenol ether.
Assuntos
Compostos Férricos/química , Catálise , Cloretos , Clorobenzoatos/química , Éteres/química , Naftóis/química , Oxidantes/química , Oxirredução , Fenol/químicaRESUMO
Novel benzoylphenylureas containing an oxime ether group were designed and synthesized by four schemes. These benzoylphenylureas were identified by (1)H NMR spectroscopy and element analysis (or HRMS). The bioactivities of the new compounds were evaluated. These benzoylphenylureas exhibited excellent larvicidal activities against oriental armyworm, some of which were much better in comparison with the commercial Flucycloxuron. In particular, the larvicidal activities against oriental armyworm of compounds 1 and 23 were 5-10 times better than that of Flucycloxuron. Most of these benzoylphenyureas exhibited excellent larvicidal activities against mosquito. At the same time, some of these compounds have good plant growth regulatory activities as well.