手性方酰胺催化迈克尔加成反应合成1,4-萘醌衍生物的研究

Study on the synthesis of 1,4-naphthoquinone derivative by chiral squaric-amide organocatalyzed Michael addition

以奎宁和方酸二乙酯为主要原料制备了手性方酰胺催化剂1,研究了催化剂1对指甲花醌和β-硝基苯乙烯反应合成1,4-萘醌衍生物的催化性能。催化剂1和衍1,4-萘醌衍生物的结构经~1 HNMR和^(13)CNMR确证,并对反应采用的溶剂、物料比、反应温度、催化剂用量进行了考察,在最佳的反应条件下,1,4-萘醌衍生物的收率为95.24%,对映体选择性(ee值)为61.18%。

Chiral squaric-amide catalyst 1 was synthesized with quinine and diethyl squarate as the main reactants,and then the catalytic performance of catalyst 1 for the synthesis of 1,4-naphthoquinone derivative by the Michael addition between lawsone and(E)-2-Nitroethenylbenzene was studied.The structure of 1,4-naphthoquinone derivative and catalyst 1 were confirmed by 1 HNMR and 13CNMR.The optimal reaction conditions were also investigated and the 1,4-naphthoquinone derivative was obtained in 95.24%yield and up to 61.18%ee.