硝乙酸酯在异恶唑-3,5-二羧酸衍生物的区域选择性合成中的应用。
Nitroacetic Esters in the Regioselective Synthesis of Isoxazole-3,5-dicarboxylic Acid Derivatives.
机构信息
Institute of Bioorganic Chemistry , Russian Academy of Sciences , Miklukho-Maklaya 16/10 , Moscow 117997 , Russia.
D. Mendeleev University of Chemical Technology of Russia , 9 Miusskaya Square , Moscow 125047 , Russia.
出版信息
J Org Chem. 2019 Dec 6;84(23):15417-15428. doi: 10.1021/acs.joc.9b02427. Epub 2019 Nov 18.
An efficient and high-yielding strategy to prepare "unsymmetrical" 4-aryl-isoxazol-3,5-dicarboxylic acid derivatives from nitroacetic esters and aromatic aldehydes has been developed. The strategy is based on the isolation and usage of the previously missed intermediate of the Dornow reaction-5-hydroxy-6-oxo-4-aryl-6-1,2-oxazine-3-carboxylates. In addition, the mechanism of the Dornow reaction was partially revised.
已经开发出一种从硝基乙酸酯和芳香醛制备“不对称”4-芳基异噁唑-3,5-二羧酸衍生物的高效高产策略。该策略基于多诺反应中先前错过的中间体 5-羟基-6-氧代-4-芳基-6-1,2-噁嗪-3-羧酸酯的分离和使用。此外，还部分修订了多诺反应的机理。
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