3,3′-(phenylmethylene)-bis-indole-((1-benzyl-1,2,3-triazol-4-yl)methyl) | 1174761-01-3

• 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: 3,3′-(phenylmethylene)-bis-indole-((1-benzyl-1,2,3-triazol-4-yl)methyl)
• 英文别名: 1-[(1-Benzyltriazol-4-yl)methyl]-3-[[1-[(1-benzyltriazol-4-yl)methyl]indol-3-yl]-phenylmethyl]indole
• CAS: 1174761-01-3
• 化学式: C₄₃H₃₆N₈
• 分子量: 664.812
• InChiKey: IHKLWVGFOYFYQF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  51
• 可旋转键数：
  11
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  71.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3,3'-(phenylmethylene)bis(1-prop-2-yn-1-yl-1H-indole) 、 溴甲苯 在 copper(l) iodide 、 sodium azide 作用下， 以 polyethylene glycol-400 为溶剂， 反应 6.0h， 以80%的产率得到3,3′-(phenylmethylene)-bis-indole-((1-benzyl-1,2,3-triazol-4-yl)methyl)
  参考文献：
  名称：

  Regioselective synthesis and biological evaluation of bis(indolyl)methane derivatized 1,4-disubstituted 1,2,3-bistriazoles as anti-infective agents

  摘要：

  The regioselective synthesis of 1,4-disubstituted 1,2,3-bistriazoles from a variety of N-propargyl bis(indolyl)methanes with sodium azide using CuI as the catalyst in polyethyleneglycol-400 is reported. This process is of considerable synthetic advantages in terms of high atom economy, low environmental impact, mild reaction condition and good yields. The synthesized compounds have also been screened for their biological activity. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.04.131

文献信息

• One-Pot Approach for the Synthesis of Bis-indole-1,4-disubstituted-1,2,3-triazoles
  作者：Natthiya Saehlim、Teerapich Kasemsuk、Uthaiwan Sirion、Rungnapha Saeeng

  DOI：10.1021/acs.joc.8b02056

  日期：2018.11.2

  A new strategy for the synthesis of bis-indoletriazoles was developed using a sequential one-pot four-step procedure via I2 and H2SO4–SiO2 catalyzed Friedel–Crafts reactions of indole with aldehyde followed by N-alkylation with propargyl bromide, azidation, and copper(I)-catalyzed azide alkyne cycloaddition (CuAAC). The reaction proceeded smoothly at room temperature in a short time, and a series of

  通过I 2和H 2 SO 4 -SiO 2催化的吲哚与醛的Friedel-Crafts反应，然后与炔丙基溴进行N-烷基化的连续一锅四步方法，开发了一种合成双吲哚三唑的新策略。，叠氮化和铜（I）催化的叠氮化物炔烃环加成（CuAAC）。反应在室温下在短时间内顺利进行，获得了一系列双吲哚三唑，收率良好至极好，证明了这种一锅法的普遍性。
• Regioselective synthesis and biological evaluation of bis(indolyl)methane derivatized 1,4-disubstituted 1,2,3-bistriazoles as anti-infective agents
  作者：M. Damodiran、D. Muralidharan、Paramasivan T. Perumal

  DOI：10.1016/j.bmcl.2009.04.131

  日期：2009.7

  The regioselective synthesis of 1,4-disubstituted 1,2,3-bistriazoles from a variety of N-propargyl bis(indolyl)methanes with sodium azide using CuI as the catalyst in polyethyleneglycol-400 is reported. This process is of considerable synthetic advantages in terms of high atom economy, low environmental impact, mild reaction condition and good yields. The synthesized compounds have also been screened for their biological activity. (C) 2009 Elsevier Ltd. All rights reserved.