ChemInform Abstract: Electrochemical Synthesis and Properties of an Isoxazolone.
Abstract
The electroreduction of the β-nitroamide (I) was studied by polarographic methods and was performed on a preparative scale (no yields given).
ChemInform Abstract
The electroreduction of the β-nitroamide (I) was studied by polarographic methods and was performed on a preparative scale (no yields given). The electrolysis of (I) to give the isoxazolone (III) can be carried out either in an acetate (ET: - 1.1 V) or ammoniacal buffer (ET: - 1.2 V). Ifthe potential, after consumption of4e/mol, is made more negative, the reduction continues via ring opening of (III) to give the β-amino acid (IV). Compound (III) undergoes spontaneous ring opening in basic media. The acid (VI), formed after acidification of the solution, is also obtained by a 4e reduction of the β-nitro acid (V). But, under the conditions used, (VI) does not undergo ring closure in contrast to the intermediate (II).
