2-[(2-methylindol-3-yl)phenylmethyl]cyclohex-2-enone

• 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: 2-[(2-methylindol-3-yl)phenylmethyl]cyclohex-2-enone
• 英文别名: 2-[(2-methyl-1H-indol-3-yl)-phenylmethyl]cyclohex-2-en-1-one
• 化学式: C₂₂H₂₁NO
• 分子量: 315.415
• InChiKey: BCVFICAZFBJPPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  32.9
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-[羟基(苯基)甲基]环己-2-烯-1-酮 在 吡啶 、 silver trifluoromethanesulfonate 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 生成 2-[(2-methylindol-3-yl)phenylmethyl]cyclohex-2-enone
  参考文献：
  名称：

  A Highly α-Regioselective AgOTf-Catalyzed Nucleophilic Substitution of the Baylis−Hillman Acetates with Indoles

  摘要：

  An efficient method for highly alpha-regioselective nucleophilic substitution of the Baylis-Hillman acetates with indoles catalyzed by AgOTf in high yields (72-99%) has been developed. Reductive cyclization of the substitution products furnished the azepinoindole derivatives in good yields (up to 93%).

  DOI：

  10.1021/ol070878w

文献信息

• A Highly α-Regioselective AgOTf-Catalyzed Nucleophilic Substitution of the Baylis−Hillman Acetates with Indoles
  作者：Zahid Shafiq、Li Liu、Zhe Liu、Dong Wang、Yong-Jun Chen

  DOI：10.1021/ol070878w

  日期：2007.6.1

  An efficient method for highly alpha-regioselective nucleophilic substitution of the Baylis-Hillman acetates with indoles catalyzed by AgOTf in high yields (72-99%) has been developed. Reductive cyclization of the substitution products furnished the azepinoindole derivatives in good yields (up to 93%).