ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

A one-pot synthesis of 8-amino-1-methoxy-6 H -dibenzo[ b,d ]pyran-6-one

J. A. Jilani

Department of Medicinal Chemistry, Faculty of Pharmacy, Jordan University of Science & Technology, P.O. Box 3030, Irbid, Jordan

E-mail: jilanij@just.edu.jo

Received: 23 November 2006  Revised: 26 March 2007  Accepted: 11 April 2007

Abstract: 8-Amino-1-methoxy-6H-dibenzo[b,d]pyran-6-one was synthesized in a one-pot reaction of 2′,6′-dimethoxy-4-nitro-1,1′-biphenyl-2-carboxylic acid methyl ester using hydroiodic acid as a reagent to effect O-demethylation, lactonization, and nitro reduction to amine. This new reaction represents an improved alternative to the previously reported three-step reactions for this transformation.

Keywords: 8-amino-6H-dibenzo[b,d]pyran-6-one - one-pot synthesis - chromenoquinoline - hydroiodic acid

Full paper is available at www.springerlink.com.

DOI: 10.2478/s11696-007-0056-x

Chemical Papers 61 (5) 410–412 (2007)