A Three Part Research Report: The Synthesis of Potential Insecticides, N-(4-Heteroaryloxybenzoyl)-N\u27-(2,4-Dichlorobenzoyl) Hydrazines: A Reinvestigation of Hexamethylphosphoramide with Ketoximes; Regioselective Fluoralkoxylation and Polyfluoroalkoxylation of Activated Dihalobenzenes and Dihaloheterocycles

Abstract

This report discusses research in three areas of organic synthesis: The synthesis of potential insecticides; the reinvestigation of the reaction of hexamethylphosphoramide with ketoximes; and the regioselective fluoroalkoxylation and polyfluoroalkoxylation of activated dihalobenzenes and dihaloheterocycles. In Part I, a series of N-(4-heteroaryloxybenzoyl)-N\u27-(2, 3-dichlorobenzoyl) hydrazines are synthesized, and attempts at cyclic dehydration to the corresponding 2, 5-disubstituted-1, 3, 4-oxadiazoles are discussed. In Part II, the synthesis of N, N-dimethyl-N\u27-aryl amidines by the reaction of aryl alkyl and diaryl ketoximes with HMPA is discussed. In Part III, a series of activated dihalobenzenes and dihaloheterocycles are reacted with sodium trifluoroethoxide to study the possibility of regioselective fluoroalkoxylation and polyfluoroalkoxylation of these activated substances