5-methyl-3-(3-phenyl-1H-isochromen-1-yl)-1H-indole | 1305342-88-4

• 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: 5-methyl-3-(3-phenyl-1H-isochromen-1-yl)-1H-indole
• CAS: 1305342-88-4
• 化学式: C₂₄H₁₉NO
• 分子量: 337.421
• InChiKey: LZACOUFAVWTCLJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  25
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  5-methyl-3-(3-phenyl-1H-isochromen-1-yl)-1H-indole 在 copper(II) bis(trifluoromethanesulfonate) 作用下， 以 乙腈 为溶剂， 反应 12.0h， 以72%的产率得到
  参考文献：
  名称：

  Benzocyclohepta的合成[ b ]由两种的路易斯酸催化环化3-吲哚（1 ħ -Isochromen -1-基）-1 ħ -indoles

  摘要：

  建立了一种新型的路易斯酸催化环化反应，用于合成苯并环庚[ b ]吲哚。该方法代表了使用Cu（OTf）2催化剂从两个3-（1 H-异色n-1-基）-1 H-吲哚分子到七元碳环系统的新环化策略；另外，苯并环庚[ b ]吲哚类产品可以用作快速汞离子比色检测试剂。

  DOI：

  10.1021/jo4024667
• 作为产物：
  描述：

  5-甲基吲哚 、 2-苯基乙炔基苯甲醛 在 silver trifluoromethanesulfonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以62%的产率得到5-methyl-3-(3-phenyl-1H-isochromen-1-yl)-1H-indole
  参考文献：
  名称：

  Generation of 3-(1H-Isochromen-1-yl)-1H-indole via Silver Triflate-Catalyzed Tandem Reaction of 2-Alkynylbenzaldehyde with Indole

  摘要：

  A facile and efficient method is developed for synthesis of 3-(1H-isochromen-1-yl)-1H-indole via silver triflate-catalyzed tandem reaction of 2-alkynylbenzaldehyde with indole. The reaction proceeds smoothly in DMF at room temperature with good substrate generality. The availability of the starting materials combined with mild reaction conditions and the high efficiency of this synthetic route would be attractive and beneficial for the focused library construction.

  DOI：

  10.3987/com-10-s(e)68

文献信息

• Generation of 3-(1H-Isochromen-1-yl)-1H-indole via Silver Triflate-Catalyzed Tandem Reaction of 2-Alkynylbenzaldehyde with Indole
  作者：Jie Wu、Yiyuan Peng、Banlai Ouyang、Jianjun Yuan、Qin Yang、Qiuping Ding

  DOI：10.3987/com-10-s(e)68

  日期：——

  A facile and efficient method is developed for synthesis of 3-(1H-isochromen-1-yl)-1H-indole via silver triflate-catalyzed tandem reaction of 2-alkynylbenzaldehyde with indole. The reaction proceeds smoothly in DMF at room temperature with good substrate generality. The availability of the starting materials combined with mild reaction conditions and the high efficiency of this synthetic route would be attractive and beneficial for the focused library construction.
• Synthesis of Benzocyclohepta[<i>b</i>]indoles by Lewis Acid Catalyzed Annulation of Two 3-(1<i>H</i>-Isochromen-1-yl)-1<i>H</i>-indoles
  作者：Ye-Xiang Xie、Ri-Yuan Tang、Ren-Jie Song、Jian-Nan Xiang、Jin-Heng Li

  DOI：10.1021/jo4024667

  日期：2014.1.17

  A novel Lewis acid catalyzed annulation reaction has been established for the synthesis of benzocyclohepta[b]indoles. This method represents a new annulation strategy to a seven-membered carbocyclic ring system from two 3-(1H-isochromen-1-yl)-1H-indole molecules using Cu(OTf)2 catalyst; moreover, the products, benzocyclohepta[b]indoles, can be used as the rapid mercuric ion colorimetric detection reagents

  建立了一种新型的路易斯酸催化环化反应，用于合成苯并环庚[ b ]吲哚。该方法代表了使用Cu（OTf）2催化剂从两个3-（1 H-异色n-1-基）-1 H-吲哚分子到七元碳环系统的新环化策略；另外，苯并环庚[ b ]吲哚类产品可以用作快速汞离子比色检测试剂。