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AgOTf催化合成(E)-3-(2-苯基-4H-色烯-4-亚基)吲哚酮化合物

Synthesis of(E)-3-(2-phenyl-4H-chromen-4-ylidene) indolin-2-one catalyzed by AgOTf

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【作者】 崔鑫杨丽娟王兴红陈穗云黄超

【Author】 CUI Xin;YANG Li-juan;WANG Xing-hong;CHEN Sui-yun;HUANG Chao;School of Chemistry and Environment, Yunnan Minzu University;School of Life Science, Yunnan University;

【通讯作者】 黄超;

【机构】 云南民族大学化学与环境学院云南大学生命科学学院

【摘要】 文章报道了一种以AgOTf催化2-羟基查尔酮和2-吲哚酮合成(E)-3-(2-苯基-4H-色烯-4-亚基)吲哚酮化合物的方法.该方法经历了迈克尔加成和分子内环化脱氢的串联反应,简便、快速、高产率地构筑了黄酮类衍生物.论文研究了催化剂和放大实验对于产率的影响,产物经1H NMR、13C NMR、高分辨质谱和红外进行了表征.

【Abstract】 An efficient synthetic protocol for(E)-3-(2-phenyl-4H-chromen-4-ylidene) indolin-2-one catalyzed by AgOTf had been developed. The cascade approach used 2-hydroxychalcone and oxindole as raw materials, involving Michael addition followed by intramolecular cyclization and dehydrogenation sequence. This cascade approach has the advantages such as operational simplicity, short reaction time and excellent yields. The effects of catalysts and scaled-up experiment on the yields were investigated. The structures of the obtained compounds were characterized by 1H NMR, 13C NMR, IR and HRMS.

【基金】 国家自然科学基金(21662046,21202142);云南省万人计划青年拔尖人才项目;第十六批昆明市中青年学术和技术带头人后备人选项目
  • 【文献出处】 云南大学学报(自然科学版) ,Journal of Yunnan University(Natural Sciences Edition) , 编辑部邮箱 ,2019年04期
  • 【分类号】TQ460.1
  • 【下载频次】55
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