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有机化学
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有机化学 ›› 2014, Vol. 34 ›› Issue (4): 817-820.DOI: 10.6023/cjoc201311024 上一篇    下一篇

研究简报

二醋酸碘苯促进的芳酮类化合物羰基邻位乙酰化反应研究

谭丽泉, 刘卫兵, 黄敏, 余梅   

  1. 广东石油化工学院化学与生命科学学院 茂名 525000
  • 收稿日期:2013-11-13 修回日期:2013-12-14 发布日期:2014-01-02
  • 通讯作者: 谭丽泉 E-mail:touching522@163.com
  • 基金资助:

    广东省自然科学基金（No. S2012040007868）资助项目

α-Acetoxylation of Aromatic Ketones Mediated by Iodobenzene Diacetate

Tan Liquan, Liu Weibing, Huang Min, Yu Mei   

  1. School of Chemistry and Life Science, Guangdong University of Petrochemical Technology, Maoming 525000
  • Received:2013-11-13 Revised:2013-12-14 Published:2014-01-02
  • Supported by:

    Project supported by the Natural Science Foundation of Guangdong Provine (No. S2012040007868).

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以苯乙酮类化合物为原料，氧化锌（ZnO）为催化剂，二醋酸碘苯为氧化剂，通过对羰基邻位饱和sp3-C—H键的氧化与乙酰化，成功的构建出了α-乙酸基苯乙酮类衍生物，其结构经1H NMR和13C NMR得到了确认，并提出了可能的反应机理.

关键词: 二醋酸碘苯, 乙酰苯酮, 饱和sp3-C—H键氧化, 乙酰化

This paper reports a simple method for the synthesis of α-acetoxyacetophenone derivatives from acetophenones using ZnO as a catalyst and iodobenzene diacetate as an oxidant. This transformation undergoes two processes: the oxidation of saturated sp3-C—H bond and the acetoxylation of C=C bond. The structures of products were confirmed by IR, 1H NMR and 13C NMR. In addition, a possible reaction mechanism was proposed.

Key words: iodobenzene diacetate, acetophenones, oxidation of saturated sp3-C—H bond, acetoxylation