Friedel–Crafts Acetylations of Methoxy-4H-cyclopenta[def]phenanthrenes and the 4-Ketones

Abstract

Abstract Acetylations of 2- and 3-methoxy-4H-cyclopenta[def]phenanthrene gave predominantly the 1- and 8-acetyl derivatives, respectively. The acetylation of the 1-methoxy compound afforded the 2-, 3-, 5-, 7-, and 8-yl ketones and the reaction of the 8-methoxy derivative yielded the 1- and 3-acetyl derivatives. Similar reactions of 1-, 2-, 3-, and 8-methoxy-4H-cyclopenta[def]phenanthren-4-one occurred mainly at the 2-, 1-, 8-, and 9-positions, respectively.