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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
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摘要 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.
作者 陈果 王棠枝 陈嘉骆 李兴伟 吴文莉 唐文强 CHEN Guo;WANG Tang-zhi;CHEN Jia-luo;LI Xing-wei;WU Wen-li;TANG Wen-qiang(School of Pharmacy,Shaanxi Institute of International Trade&Commerce,Xi’an 712046,China;Co-Innovation Center of Shaanxi Green Manufacturing Technology of Traditional Chianese Medicine,Xi’an 712046,China)
出处 《精细与专用化学品》 CAS 2019年第4期33-36,共4页 Fine and Specialty Chemicals
基金 2018年国家级大学生创新创业训练计划项目(201849003)
关键词 1 4-萘醌衍生物 手性方酰胺 指甲花醌 迈克尔加成 合成 1,4-naphthoquinone derivative chiral squaric-amide lawsone Michael addition synthesis
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