崔鑫, 杨丽娟, 王兴红, 陈穗云, 黄超. AgOTf催化合成 (E)−3−(2−苯基−4H−色烯−4−亚基) 吲哚酮化合物[J]. 云南大学学报(自然科学版), 2019, 41(4): 780-785. doi: 10.7540/j.ynu.20180798
引用本文: 崔鑫, 杨丽娟, 王兴红, 陈穗云, 黄超. AgOTf催化合成 (E)−3−(2−苯基−4H−色烯−4−亚基) 吲哚酮化合物[J]. 云南大学学报(自然科学版), 2019, 41(4): 780-785. doi: 10.7540/j.ynu.20180798
CUI Xin, YANG Li-juan, WANG Xing-hong, CHEN Sui-yun, HUANG Chao. Synthesis of (E)−3−(2−phenyl−4H−chromen−4−ylidene) indolin−2−one catalyzed by AgOTf[J]. Journal of Yunnan University: Natural Sciences Edition, 2019, 41(4): 780-785. DOI: 10.7540/j.ynu.20180798
Citation: CUI Xin, YANG Li-juan, WANG Xing-hong, CHEN Sui-yun, HUANG Chao. Synthesis of (E)−3−(2−phenyl−4H−chromen−4−ylidene) indolin−2−one catalyzed by AgOTf[J]. Journal of Yunnan University: Natural Sciences Edition, 2019, 41(4): 780-785. DOI: 10.7540/j.ynu.20180798

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

  • 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.

     

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