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Paper | Regular issue | Vol 53, No. 7, 2000, pp.1523-1532
Published online, 1st January, 1970
DOI: 10.3987/COM-00-8917
Solid-Phase Synthesis of 2-Phenyl-4-quinolinone Library via Flavylium Salt

Shingo Sato,* Yutaka Kubota, Hironobu Kumagai, Toshihiro Kumazawa, Shigeru Matsuba, Jun-ichi Onodera, and Masanobu Suzuki*

*Department of Chemistry and Chemical Engineering, Faculty of Engineering, Yamagata University, 4-3-16 Jyonan, Yonezawa 992-8510, Japan

Abstract

Fourteen 1-, 6-, 7-, 8-mono-, 7,8-di-, and 6,7,8-trisubstituted 2-(4’-hydroxy- and 4’-hydroxy-3’-methoxy)phenyl-4-quinolinones were conveniently synthesized by aqueous ammonia treatment of the flavylium salts obtained by the three-components condensation reaction of acetophenones, aldehydes, and ethyl orthoformate on a solid support with excellent purity and in overall yields of 11-59%.