In search of the non-polar amopyroquin metabolite. A consideration of polonovski-type reactivity

The Polonovski-Potier reaction was carried out on the N-oxide of amopyroquin in an attempt to mimic the metabolic process. The major reaction product was the previously unknown aldehyde. The dihydrobenzoxazine, potentially the unidentified non-polar metabolite, was prepared by an alternative route. Neither of these compounds was the metabolite sought.