芳酮类化合物羰基邻位sp3-C-H键的乙酰氧基化反应研究
收稿日期: 2015-10-12
修回日期: 2015-11-21
网络出版日期: 2015-12-10
基金资助
广东省优秀青年基金(No.2013LYM_0059)资助项目.
Study on the α-Acetoxylation of sp3-C-H Bonds Adjacent to Carbonyl of Arones
Received date: 2015-10-12
Revised date: 2015-11-21
Online published: 2015-12-10
Supported by
Project supported by the Outstanding Youth Fund of Guangdong Province (No. 2013LYM_0059).
成功地发展了一种高效的芳酮类化合物羰基邻位sp3-C-H键的乙酰氧基化的方法,并构建出了一系列的α-乙酰氧基苯乙酮类型的化合物.考察了反应时间、多种铜盐和单质碘以及它们的用量等因素对反应的影响,确定了最优反应条件.提出了芳酮类化合物羰基邻位sp3-C-H键的乙酰氧基化反应机理.该方法具有操作简单、产率高等特点,为α-乙酰氧基苯乙酮衍生物的合成提供了一条新的途径.
关键词： 苯乙酮类化合物; sp3-C-H键; 乙酰氧基化反应; α-乙酰氧基苯乙酮衍生物
陈翠 , 邱会华 . 芳酮类化合物羰基邻位sp3-C-H键的乙酰氧基化反应研究[J]. 有机化学, 2016 , 36(4) : 826 -829 . DOI: 10.6023/cjoc201510011
In this work, an efficient α-acetoxylation of sp3-C-H bonds adjacent to carbonyl of arones to construct α-acetoxy acetophenone derivatives was developed. The influences of reaction time, copper salts, iodine and the loading of copper salts and iodine on this transformation were investigated, and the optimal reaction conditions were also obtained. In addition, a possible reaction mechanism was proposed. This protocol with its advantages of simple procedure and high yield provides a novel valuable approach to α-acetoxy acetophenones.
Key words： acetophenone; sp3-C-H bond; acetoxylation; α-acetoxy acetophenone
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