2-(3'-hydroxy-3'-methylindoleninyl)-3-methylindole | 173345-58-9

• 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-(3'-hydroxy-3'-methylindoleninyl)-3-methylindole
• 英文别名: 3-hydroxy-3-methyl-2-<2-(3-mehyl)indolyl>-Δ¹-indoline；3,3'-dimethyl-3H,1'H-[2,2']biindolyl-3-ol；3-methyl-2-(3-methyl-1H-indol-2-yl)indol-3-ol
• CAS: 173345-58-9
• 化学式: C₁₈H₁₆N₂O
• 分子量: 276.338
• InChiKey: PSHMJTQNTKTMFG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  48.4
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(3'-hydroxy-3'-methylindoleninyl)-3-methylindole 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以90%的产率得到3,3'-二甲基-1H,1'H-[2,2']联吲哚基
  参考文献：
  名称：

  Chiral atropisomeric five-membered biheteroaromatic diphosphines: New ligands of the bibenzimidazole and biindole series

  摘要：

  Two new chiral atropisomeric biheteroaromatic diphosphines are described: 2,2'-bis(diphenylphosphino)-1,1'-bibenzimidazole (3a) and 3,3'-dimethyl-1,1'-bis(diphenylphosphino)-2,2'-biindole (4a) structural characterization is given and configurational stability at room temperature demonstrated. The oxidation potential was recognized as a good tool to evaluate the electronic availability of the phosphorus atom in the series of biheteroaromatic diphosphines. Its value increases parallel to the electronic demand of the heterocyclic system and also depends on the position of the diphenylphosphino group. (C) 1997 Elsevier Science S.A.

  DOI：

  10.1016/s0022-328x(96)06682-x
• 作为产物：
  描述：

  N-(苯基磺酰基)-3-甲基吲哚 在 sodium hydroxide 、 正丁基锂 、 四甲基乙二胺 、 氧气 、 copper dichloride 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 30.0h， 生成 2-(3'-hydroxy-3'-methylindoleninyl)-3-methylindole
  参考文献：
  名称：

  Chiral atropisomeric five-membered biheteroaromatic diphosphines: New ligands of the bibenzimidazole and biindole series

  摘要：

  Two new chiral atropisomeric biheteroaromatic diphosphines are described: 2,2'-bis(diphenylphosphino)-1,1'-bibenzimidazole (3a) and 3,3'-dimethyl-1,1'-bis(diphenylphosphino)-2,2'-biindole (4a) structural characterization is given and configurational stability at room temperature demonstrated. The oxidation potential was recognized as a good tool to evaluate the electronic availability of the phosphorus atom in the series of biheteroaromatic diphosphines. Its value increases parallel to the electronic demand of the heterocyclic system and also depends on the position of the diphenylphosphino group. (C) 1997 Elsevier Science S.A.

  DOI：

  10.1016/s0022-328x(96)06682-x

文献信息

• Synthesis of 2-methylindole analogues and skatole dimers under friedel-crafts reaction conditions
  作者：Shashi B. Mahato、Nirup B. Mandal、Sukanya Chattopadhyay、Peter Luger、Manuela Weber

  DOI：10.1016/0040-4020(95)00824-r

  日期：1995.11

  A one pot synthesis of 2-methy lindole analogues and skatole dimers of biological interest using excess amounts of the substrates and the catalyst and higher temperature under Friedel-Crafts acylation conditions is reported. The products were defined by spectroscopic and single crystal X-ray analysis. Rationalization for the formation of the products has also been attempted.

  据报道，使用过量的底物和催化剂以及在弗瑞德-克拉夫茨酰化条件下的较高温度下，一锅合成了具有生物意义的2-甲基吲哚类似物和粪臭素二聚体。通过光谱和单晶X射线分析确定产物。还试图合理化产品的形成。
• Chiral atropisomeric five-membered biheteroaromatic diphosphines: New ligands of the bibenzimidazole and biindole series
  作者：Tiziana Benincori、Elisabetta Brenna、Franco Sannicolò、Licia Trimarco、Patrizia Antognazza、Edoardo Cesarotti、Francesco Demartin、Tullio Pilati、Gianni Zotti

  DOI：10.1016/s0022-328x(96)06682-x

  日期：1997.2

  Two new chiral atropisomeric biheteroaromatic diphosphines are described: 2,2'-bis(diphenylphosphino)-1,1'-bibenzimidazole (3a) and 3,3'-dimethyl-1,1'-bis(diphenylphosphino)-2,2'-biindole (4a) structural characterization is given and configurational stability at room temperature demonstrated. The oxidation potential was recognized as a good tool to evaluate the electronic availability of the phosphorus atom in the series of biheteroaromatic diphosphines. Its value increases parallel to the electronic demand of the heterocyclic system and also depends on the position of the diphenylphosphino group. (C) 1997 Elsevier Science S.A.