Alcohol Mediated Synthesis of 4-Oxo-2-aryl-4H-chromene-3-carboxylate Derivatives from 4-Hydroxycoumarins

作者：Zanwar Manoj R; Raihan Mustafa J; Gawande Sachin D; Kayala Veerababurao; Janreddy Donala; Kuo Chun Wei; Ambre Ram; Yao Ching Fa^*

来源：Journal of Organic Chemistry, 2012, 77(15): 6495-6504.

DOI：10.1021/jo301044y

The unusual alcohol mediated formation of 4-oxo-2-aryl-4H-chromene-3-carboxylate (flavone-3-carboxylate) derivatives from 4-hydroxycoumarins and beta-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.

• 出版日期2012-8-3