1-[1-(1-Butyl-1H-indol-2-yl)-2-phenyl-ethyl]-1H-benzotriazole

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-[1-(1-Butyl-1H-indol-2-yl)-2-phenyl-ethyl]-1H-benzotriazole
• 英文别名: 1-[1-(1-Butylindol-2-yl)-2-phenylethyl]benzotriazole
• 化学式: C₂₆H₂₆N₄
• 分子量: 394.519
• InChiKey: WCJXVQUGNBIWCT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  35.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  phenylmagnesium bromide 、 1-[1-(1-Butyl-1H-indol-2-yl)-2-phenyl-ethyl]-1H-benzotriazole 以 乙醚 、 甲苯 为溶剂， 反应 3.0h， 以70%的产率得到1-Butyl-2-(1,2-diphenyl-ethyl)-1H-indole
  参考文献：
  名称：

  Facile Synthesis of 2-Substituted Indoles and Indolo[3,2-b]carbazoles from 2-(Benzotriazol-1-ylmethyl)indole

  摘要：

  Replacement of the benzotriazole moiety of N-alkyl-2-(1-benzotriazol-1-ylalkyl)indo 6 and 9, prepared from 1-propargylbenzotriazole and o-iodoaniline followed by alkylation, with Grignard reagents gave the corresponding 2-substituted indoles 10 in good yield. Treatment of compounds 6 or 9 with zinc chloride afforded 6,12-disubstituted-6,12-dihydroindolo[3,2-b]carbazoles 11 in moderate to good yields. 6,12-Disubstituted-5,11-dihydroindolo[3,2-b]carbazoles 13 were prepared readily and in good yield from 2-(benzotriazol-1-ylalkyl)indoles 8 via dimerization in the presence of zinc chloride followed by dehydrogenation on exposure to air.

  DOI：

  10.1021/jo00116a026
• 作为产物：
  描述：

  1-碘丁烷 、 溴甲苯 、 1-(1H-Indol-2-ylmethyl)-1H-benzotriazole 在 正丁基锂 作用下， 生成 1-[1-(1-Butyl-1H-indol-2-yl)-2-phenyl-ethyl]-1H-benzotriazole
  参考文献：
  名称：

  Facile Synthesis of 2-Substituted Indoles and Indolo[3,2-b]carbazoles from 2-(Benzotriazol-1-ylmethyl)indole

  摘要：

  Replacement of the benzotriazole moiety of N-alkyl-2-(1-benzotriazol-1-ylalkyl)indo 6 and 9, prepared from 1-propargylbenzotriazole and o-iodoaniline followed by alkylation, with Grignard reagents gave the corresponding 2-substituted indoles 10 in good yield. Treatment of compounds 6 or 9 with zinc chloride afforded 6,12-disubstituted-6,12-dihydroindolo[3,2-b]carbazoles 11 in moderate to good yields. 6,12-Disubstituted-5,11-dihydroindolo[3,2-b]carbazoles 13 were prepared readily and in good yield from 2-(benzotriazol-1-ylalkyl)indoles 8 via dimerization in the presence of zinc chloride followed by dehydrogenation on exposure to air.

  DOI：

  10.1021/jo00116a026