3-acetoxy-1,2-dimethylindole | 120547-22-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3-acetoxy-1,2-dimethylindole
• 英文别名: 1,2-dimethyl-1H-indol-3-yl acetate；(1,2-dimethylindol-3-yl) acetate
• CAS: 120547-22-0
• 化学式: C₁₂H₁₃NO₂
• 分子量: 203.241
• InChiKey: GRMJCXBVZOPTDJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  31.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,2-二甲基吲哚 、 溶剂黄146 在 三苯基膦氯金 、 碘苯二乙酸 作用下， 生成 3-acetoxy-1,2-dimethylindole
  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

• Palladium-Catalyzed Direct Cyanation of Indoles with K₄[Fe(CN)₆]
  作者：Guobing Yan、Chunxiang Kuang、Yan Zhang、Jianbo Wang

  DOI：10.1021/ol1000439

  日期：2010.3.5

  Direct cyanation of indole derivatives has been achieved with nontoxic K4[Fe(CN)6] as cyanating agent through Pd-catalyzed C−H bond activation.

  通过无毒的K 4 [Fe（CN）6 ]作为氰化剂，通过Pd催化的CH键活化，可以实现吲哚衍生物的直接氰化。
• Cycloadditions of (arylalkylamino)ketenes with cycloalkenes
  作者：William T. Brady、Yi Qi Gu

  DOI：10.1021/jo00273a011

  日期：1989.6
• BRADY, WILLIAM T.;GU, YI QI, J. ORG. CHEM., 54,(1989) N2, C. 2834-2838
  作者：BRADY, WILLIAM T.、GU, YI QI

  DOI：——

  日期：——
• 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.