Cyclization of N-acetyl-ortho-cycloalkenylanilines on treatment with bromine and N-bromosuccinimide

Article abstract of DOI:10.1007/bf02499076

The reaction of N-acetyl-2-(cyclohex-1-enyl)aniline with Br₂ or N-bromsuccinimide at 20 °C is accompanied by intramolecular cyclization to give brominated 3,1-benzoxazines or 4-acetyl-3-bromo-5-methyl-1,2,3,3a,4,8b-hexahydrocyclopenta[b]indole.