An efficient one-pot synthesis of flavones

被引:35
作者
Chee, Chin Fei [2 ]
Buckle, Michael J. C. [1 ]
Abd Rahman, Noorsaadah [2 ]
机构
[1] Univ Malaya, Dept Pharm, Kuala Lumpur 50603, Malaysia
[2] Univ Malaya, Dept Chem, Kuala Lumpur 50603, Malaysia
关键词
CHEMICAL-PROPERTIES; HYDROXYFLAVONES;
D O I
10.1016/j.tetlet.2011.04.022
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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 K2CO3/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 pyridine, the 3-aroylflavone was obtained exclusively. Use of a stoichiometric amount of aroyl chloride afforded only the corresponding flavone. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3120 / 3123
页数:4
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