5-acetyl-2-methylphenyl acetate | 1332484-15-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-acetyl-2-methylphenyl acetate
• 英文别名: (5-Acetyl-2-methylphenyl) acetate
• CAS: 1332484-15-7
• 化学式: C₁₁H₁₂O₃
• 分子量: 192.214
• InChiKey: WYSRBFRCDQGTPD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  溶剂黄146 、 对甲基苯乙酮 在 gold(III) chloride 、 碘苯二乙酸 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 24.0h， 以26%的产率得到5-acetyl-2-methylphenyl acetate
  参考文献：
  名称：

  Gold-Catalyzed Oxidative Acyloxylation of Arenes

  摘要：

  A variety of nonactivated hindered aromatic rings are acyloxylated (22 examples, up to 83% yield) in the presence of PPh3AuCl as the catalyst and di(acetoxy)iodobenzene as the oxidant. The reaction proceeds at 110 degrees C in an acid media and allows the formation of both hindered acetoxy and acyloxy derivatives. This methodology nicely complements the Pd-catalyzed arene acyloxylation reaction, which is not operating on hindered substrates and allows the Au-catalyzed unprecedented acyloxylation reaction of arenes, implying various carboxylic acids.

  DOI：

  10.1021/ol202577c

文献信息

• Gold(III)-Catalyzed Direct Acetoxylation of Arenes with Iodobenzene Diacetate
  作者：Di Qiu、Zhitong Zheng、Fanyang Mo、Qing Xiao、Yu Tian、Yan Zhang、Jianbo Wang

  DOI：10.1021/ol202075x

  日期：2011.10.7

  AuCl3-catalyzed direct acetoxylation of electron-rich aromatic compounds has been achieved with iodobenzene diacetate as the acetoxylation reagent.

  用碘代苯二乙酸酯作为乙酰氧基化试剂已经实现了AuCl 3催化的富电子芳族化合物的直接乙酰氧基化。
• Gold-Catalyzed Oxidative Acyloxylation of Arenes
  作者：Alexandre Pradal、Patrick Y. Toullec、Véronique Michelet

  DOI：10.1021/ol202577c

  日期：2011.11.18

  A variety of nonactivated hindered aromatic rings are acyloxylated (22 examples, up to 83% yield) in the presence of PPh3AuCl as the catalyst and di(acetoxy)iodobenzene as the oxidant. The reaction proceeds at 110 degrees C in an acid media and allows the formation of both hindered acetoxy and acyloxy derivatives. This methodology nicely complements the Pd-catalyzed arene acyloxylation reaction, which is not operating on hindered substrates and allows the Au-catalyzed unprecedented acyloxylation reaction of arenes, implying various carboxylic acids.