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Short Paper | Regular issue | Vol 83, No. 7, 2011, pp.1631-1640
Published online, 10th May, 2011
DOI: 10.3987/COM-11-12223
A Facile Synthesis of New Troponoid-Bearing Flavonoid-Like Compounds

Mingqin Chang, Yang Li, and Wentao Gao*

*Institute of Superfine Chemicals, School of Chemistry and Chemical Engineering, Bohai University, 19 Keji Road, Jinzhou 121000, China

Abstract

A facile synthesis of a series of new flavonoid-like troponoid compounds, namely 3-(3-arylacryloyl)-5-bromotropolones (2a-i) and 2-aryl-6-bromocyclohepta[b]pyran-4,9-diones (3a-i) is described, involving the Claisen-Schmidt condensation reaction of 3-acetyl-5-bromotropolone (1) with various substituted benzaldehydes followed by the intramolecular oxidation cyclization reaction through the treatment with I2/DMSO/H2SO4 system.