通过达参氏缩合/傅-克烷基化策略合成包括绿原酸在内的 3-羟基-4-芳基喹啉-2-酮。
Synthesis of 3-Hydroxy-4-arylquinolin-2-ones Including Viridicatol via a Darzens Condensation/Friedel-Crafts Alkylation Strategy.
机构信息
A.E. Arbuzov Institute of Organic and Physical Chemistry , FRC Kazan Scientific Center of Russian Academy of Sciences , Arbuzov str. 8 , 420088 Kazan , Russian Federation.
Kazan National Research Technological University , Karl Marx str. 68 , 420015 Kazan , Russian Federation.
出版信息
J Org Chem. 2018 Nov 2;83(21):13132-13145. doi: 10.1021/acs.joc.8b01871. Epub 2018 Oct 17.
The new efficient synthesis of biologically important 3-hydroxy-4-arylquinolin-2-ones through the Darzens condensation (epoxidation) of dichloroacetanilides with aromatic aldehydes followed by one-pot dechlorative epoxide-arene cyclization is described. This methodology has been utilized for the synthesis of naturally occurring viridicatol, a fungal metabolite isolated from the penicillium species.
通过二氯乙酰胺与芳香醛的 Darzens 缩合（环氧化），然后一锅脱氯环氧化芳构化，高效合成了具有重要生物学意义的 3-羟基-4-芳基喹啉-2-酮。该方法已用于合成天然存在的绿定醇，这是一种从青霉菌属中分离得到的真菌代谢产物。
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