103318-75-8Relevant articles and documents
Syntheses and insecticidal activities of novel 2-fluorophenyl-5-aryl/cyclopropyl-1,3,4-oxadiazoles
Shi, Wei,Qian, Xuhong,Song, Gonghua,Zhang, Rong,Li, Rongpo
, p. 173 - 179 (2000)
Two 2-fluorophenyl-5-substitued cyclopropyl-1,3,4-oxadiazoles (IIIa-b) with cis/trans isomers were synthesized from the corresponding hydrazide (Ia) and aroyl chlorides by two-step reactions. Six asymmetrical 2-(2,4-dichloro-5-fluorophenyl)-5-aryl-1,3,4-oxadiazoles (IIIc-h) were obtained by one step reaction of 2,4-dichloro-5-fluorobenzoic acid hydrazide (Ic) with the corresponding aromatic carboxylic acid in the presence of phosphorus oxychloride under reflux. However, the similar reaction of 4-fluorophenoxyacetic acid hydrazide (Ib) with 2,4-dichloro-5-fluorobenzoic acid failed to yield the desired asymmetrical 2-(2,4-dichloro-5-fluorophenyl)-5-(fluorophenoxymethyl)-1,3,4-oxadiazole, and the resulting product was characterized as symmetrical 2,5-bis(2,4-dichloro-5-fluorophenyl)-1,3,4-oxadiazole (DCFPO). A possible reaction mechanism is suggested. Insecticidal activities of these nine new compounds against armyworms (Pseudaletia separata Walker) were determined.
Syntheses and insecticidal activities of novel 2,5-disubstituted 1,3,4-oxadiazoles
Zheng, Xiumian,Li, Zhong,Wang, Yanli,Chen, Weidong,Huang, Qingchun,Liu, Chuanxiang,Song, Gonghua
, p. 163 - 169 (2007/10/03)
Nine novel symmetrical and asymmetrical 2,5-disubstituted 1,3,4-oxadiazoles have been synthesized by a facile and mild method with high yield. Meantime, it was found that the fluorine was easy substituted by hydrazine in polyhalogen-substituted aroyl hydrazine. The preliminary bioassay tests show that two of the compounds (D5> and D6) exhibited a significant insecticidal activity (LC50=116.02 and 70.93 mg l-1) on armyworm, Leucania separata Walker. Using the Drug Discovery Workbench (DDW) (Cerius2), structure-activities relationship was studied.
Method for preparing aromatic compounds
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, (2008/06/13)
A method for synthesizing aromatic compounds by selectively dehalogenating aromatic starting materials is provided. Compounds may be prepared which are substituted with fluoro, chloro or bromo. The method may be used to remove halogen atoms from sites at which halogenation is not desired, and to form substantially pure halogenated compounds from mixtures of starting materials. The method uses a copper containing dehalogenation agent and an acid with the dehalogenation being controlled by a substituent such as a carboxylic acid, amide, ester, aldehyde, ketone or cyano on the aromatic ring.