醇介导的 4-羟基香豆素合成 4-氧代-2-芳基-4H-色烯-3-羧酸酯衍生物。
Alcohol mediated synthesis of 4-oxo-2-aryl-4H-chromene-3-carboxylate derivatives from 4-hydroxycoumarins.
机构信息
Department of Chemistry, National Taiwan Normal University, 88, Sec. 4, Tingchow Road, Taipei, Taiwan 116, R.O.C.
出版信息
J Org Chem. 2012 Aug 3;77(15):6495-504. doi: 10.1021/jo301044y. Epub 2012 Jul 24.
The unusual alcohol mediated formation of 4-oxo-2-aryl-4H-chromene-3-carboxylate (flavone-3-carboxylate) derivatives from 4-hydroxycoumarins and β-nitroalkenes in an alcoholic medium is described. The transformation occurs via the in situ formation of a Michael adduct, followed by the alkoxide ion mediated rearrangement of the intermediate. The effect of the different alcohol and nonalcohol media on the reaction was investigated.
本文描述了在醇介质中，4-羟基香豆素和β-硝基烯烃通过非常规的醇介导反应生成 4-氧代-2-芳基-4H-色烯-3-羧酸酯（黄酮-3-羧酸酯）衍生物。该转化是通过迈克尔加成物的原位形成，然后是中间体的烷氧基离子介导重排来实现的。考察了不同醇和非醇介质对反应的影响。
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