Dihydroindol-7(6H)-ones and 6,7-Dihydropyrroloazepine-4,8(1H,5H)-dione

Article abstract of DOI:10.1071/CH9900355

3-Methylcyclohexenones may be converted into dihydroindol-7(6H)-ones by conversion of the epoxide into the 2-benzylamino-3-methylcyclohexenone, which reacts with dimethylformamide dimethyl acetal to give N-benzyldihydroindol-7(6H)-ones.The limitations of the process are discussed, as is the failure to convert the dihydroindol-7(6H)-ones into dihydropyrroloazepinediones by Beckmann or Schmidt rearrangements.An example of the latter compounds was made by a simple procedure from pyrrolecarboxylic acid.