Halogenation of Aldoximes. A Versatile Reaction for the Synthesis of Highly Functionalized Hydroximoyl Chlorides and Furazan N-Oxides

Abstract Halogenation of aromatic aldoximes with N-chlorosuccinimide under mild conditions produced a variety of highly functionalized compounds, including the corresponding hydroximoyl chlorides and furazan N-oxides. In some cases, the reaction was accompanied by chlorination of the aromatic ring. The initial aldoximes were prepared from substituted benzaldehydes and hydroxylamine hydrochloride. The structure of some of the synthesized compounds was determined by X-ray analysis.