Reactions of 2,3-dihydro-4-methylphenalen-1-one

Abstract

The preparation of various 1-acylamino-2,3-dihydro-4-methylphenalenes (III) is described. Bromination of 2,3-dihydro-4-methylphenalen-1-one was carried out and the product was converted into the 2-acetamido-ketone (IVc) which was further investigated. Beckmann rearrangement of the oxime of 2,3-dihydro-4-methylphenalen-1-one gave 3,4-dihydro-5-methylnaphth[1,8-bc]azepin-2(1H)-one (VIIa) which was alkylated and reduced to give the corresponding azepines (VIII).