title: A convenient synthesis of 7-halo-1-indanones and 8-halo-1-tetralones.
abstract: A regioselective oxidation of N-indan-4-yl-acetamide or N-(5,6,7,8-tetrahydronaphthalen-1-yl)acetamide with potassium permanganate followed by acidic hydrolysis gave 7-aminoindan-1-one or 8-aminotetral-1-one in good yield. The amino ketones were converted to the corresponding 7-haloindanone or the 8-halotetralone. Another method to prepare 7-haloindan-1-ones was completed by a cyclization of 3-chloro-1-(2-halophenyl)propan-1-one under Friedel-Crafts conditions to produce the product in gram quantity.
authors.affiliation: Allergan, Inc., 2525 Dupont Drive, Irvine, California 92623, USA.
authors.forename: Phong
authors.initials: P
authors.lastname: Nguyen
authors.forename: Evelyn
authors.initials: E
authors.lastname: Corpuz
authors.forename: Todd M
authors.initials: TM
authors.lastname: Heidelbaugh
authors.forename: Ken
authors.initials: K
authors.lastname: Chow
authors.forename: Michael E
authors.initials: ME
authors.lastname: Garst
mesh_terms: D006846:Hydrocarbons, Halogenated / Q000138:chemical synthesis*; D007189:Indans / Q000138:chemical synthesis*; D044024:Tetralones / Q000138:chemical synthesis*
chemical_list: D006846:Hydrocarbons, Halogenated; D007189:Indans; D044024:Tetralones