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Paper | Regular issue | Vol 65, No. 1, 2005, pp.77-94
Published online, 2nd November, 2004
DOI: 10.3987/COM-04-10216
Synthesis and Cyclization Reaction of Pyrazolin-5-one Derivatives

Jae-Chul Jung, E. Blake Watkins, and Mitchell A. Avery*

*Department of Medicinal Chemistry and the Research Institute of Pharmaceutical Sciences, School of Pharmacy, University of Mississippi, University, Mississippi 38677, U.S.A.

Abstract

A versatile synthetic method for preparing 3-pyrazolin-5-ones and 5,8-dihydro-1H-pyrazolo[1,2-a]pyridazines from simple β-keto esters is demonstrated. The synthetic strategies involve the acylation of β-keto esters, cyclocondensation with hydrazine followed by trapping with a diene under oxidative conditions.