Tetrahedron Letters

An efficient one-pot synthesis of flavones

CF Chee, MJC Buckle, NA Rahman

Index: Chee, Chin Fei; Buckle, Michael J.C.; Rahman, Noorsaadah Abd. Tetrahedron Letters, 2011 , vol. 52, # 24 p. 3120 - 3123

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Citation Number: 18

Abstract

Abstract Flavones were prepared using a one-pot procedure starting from the corresponding 2′-hydroxyacetophenones. The latter were treated with 3 equiv of aroyl chloride in wet K 2 CO 3/acetone (1% w/w water) to afford a good yield of flavone and a smaller amount of 3- aroylflavone. Evidence was obtained that the reaction proceeds via a triketone intermediate. When the reactants were heated in 1, 8-diazabicyclo [5.4. 0] undec-7-ene (DBU) and ...