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Synthesis 2002(4): 0463-0465
DOI: 10.1055/s-2002-20961
SHORTPAPER
© Georg Thieme Verlag Stuttgart · New York

Conversion of Substituted 1-Arylidene-2-tetralones to 2-Alkoxy-1-arylmethylnaphthalenes: An Example of Facile Aromatization

Amitabh Jha*, Maniyan P. Padmanilayam, Jonathan R. Dimmock*
College of Pharmacy and Nutrition, University of Saskatchewan, Saskatoon, SK S7N 5C9, Canada
Fax: +1(306)9566886; e-Mail: ajha@alviva.ca;
Further Information

Publication History

Received 1 August 2001
Publication Date:
28 July 2004 (online)

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Abstract

A novel and convenient method for the synthesis of substituted 2-alkoxy-1-arylmethylnaphthalenes from 1-arylidene-2-tetralones is described. This reaction follows a facile aromatization step catalyzed under anhydrous acidic conditions in the presence of alcohols.

Key words

ethers - aromatization - rearrangement - benzylation - 2-alkoxynaphthalenes

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New Addresses: AJ, ALviva Biopharmaceuticals Inc., 218-111 Research Drive, Saskatoon SK S7N 3R2, Canada; MPP, College of Pharmacy, University of Nebraska Medical Center, Omaha, NE 68198-6000, USA.