ChemInform Abstract: Cyclization of C- and O-Acyl Derivatives of p-Toluamide O-Acetoacetyloxime.
Abstract
The O-acyl or C-acyl derivatives (III) and (IV) of the ketone (I) are cyclized, yielding the oxadiazoles (VI) and (VII) or the oxadiazoles (VII), (VIII), (X), and (XI), together with the isoxazolinone (IX).
ChemInform Abstract
The O-acyl or C-acyl derivatives (III) and (IV) of the ketone (I) are cyclized, yielding the oxadiazoles (VI) and (VII) or the oxadiazoles (VII), (VIII), (X), and (XI), together with the isoxazolinone (IX). Acylation of (I) with the acid chlorides (II) gives the compounds (V) as by-products. Acylation of the aminomethyleneisoxazolinone (IX) forms the carboxamides (XIV). (Intermediates, mechanism,crystal data of (XIVb): space group P21/c, Z=4).