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  • Title: A convenient synthesis of 7-halo-1-indanones and 8-halo-1-tetralones.
    Author: Nguyen P, Corpuz E, Heidelbaugh TM, Chow K, Garst ME.
    Journal: J Org Chem; 2003 Dec 26; 68(26):10195-8. PubMed ID: 14682726.
    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.
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