2-(4-chlorophenyl)-4,5-diphenyl-2H-1,2,3-triazole | 18411-24-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(4-chlorophenyl)-4,5-diphenyl-2H-1,2,3-triazole
• 英文别名: 2-(p-Chlorphenyl)-4,5-diphenyl-1,2,3-triazol；2-(4-Chlorophenyl)-4,5-diphenyltriazole
• CAS: 18411-24-0
• 化学式: C₂₀H₁₄ClN₃
• 分子量: 331.804
• InChiKey: VKZHCWYWEGWNBN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  二苯乙酮肟 在 三乙烯二胺 、 甲基磺酰氯 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三乙胺 、 copper(I) bromide 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 16.0h， 生成 2-(4-chlorophenyl)-4,5-diphenyl-2H-1,2,3-triazole
  参考文献：
  名称：

  铜与芳基重氮盐催化的铜环化法合成三碳取代的N2-芳基-1,2,3-三唑

  摘要：

  迄今为止，与N 1-芳基对应物相比，完全取代的N 2-芳基-1,2,3-三唑的一般合成具有挑战性。在本文中，我们描述了铜催化的叠氮化物和芳基重氮盐的环化反应。该区域特异性方法允许获得广泛的被各种芳基和烷基部分取代的三碳N 2-芳基-1,2,3-三唑的光谱。几种适用于药物发现的三唑前体的合成，以及带有三唑部分的新型手性联萘配体，突出了其实用性。

  DOI：

  10.1021/acs.joc.0c01433

文献信息

• Copper(II)-Catalyzed Aerobic Oxidative Synthesis of Substituted 1,2,3- and 1,2,4-Triazoles from Bisarylhydrazones via C–H Functionalization/C–C/N–N/C–N Bonds Formation
  作者：Murali Mohan Guru、Tharmalingam Punniyamurthy

  DOI：10.1021/jo300592t

  日期：2012.6.1

  An unprecedented copper(II)-catalyzed aerobic oxidative synthesis of 2,4,5-triary1-1,2,3-triazoles and 1,3,5-triaryl-1,2,4-triazoles from bisarylhydrazones as the common starting precursor has been achieved via cascade C-H functionalization/C-C/N-N/C-N bonds formation under mild reaction conditions. One of the enthralling outcomes of this strategy is the copper(II)-catalyzed room temperature C-H functionalization/C-N bond formation in presence of air, which has been accomplished during the synthesis of substituted 1,2,4-triazoles. This new class of compounds could give prospective luminescence as an iconic component in the area of pharmaceutical and biological sciences. The intermediates for both the processes have been isolated to elucidate the mechanistic scenario.
• A one-pot synthesis of bisarylhydrazones by Cu(I)-catalyzed aerobic oxidation
  作者：Jiu-Rong Hu、Wan-Jia Zhang、Da-Gui Zheng

  DOI：10.1016/j.tet.2013.08.073

  日期：2013.11

  An efficient Cu(I)-catalyzed one-pot synthesis of N-substituted (or NH) bisarylhydrazones is reported. A further cyclization reaction could occur towards the synthesis of benzimidazoles or triazoles with elevated temperature. A plausible alkylation-oxidation-alkylation mechanism is proposed based on experimental results and literature. (C) 2013 Elsevier Ltd. All rights reserved.
• Butler Richard N., OShea Donal F., J. Chem. Res. Synop, (1994) N 9, S 350-351
  作者：Butler Richard N., OShea Donal F.

  DOI：——

  日期：——
• Aggregation-dependent room temperature phosphorescence based on different polymorphs of 1,2,3-triazole derivates
  作者：Kang Xu、Can Wang、Yuan Zhou、Yue Zhang、Yunfeng Chen

  DOI：10.1016/j.dyepig.2023.111654

  日期：2023.12
• General Synthesis of Tri-Carbo-Substituted <i>N</i>²-Aryl-1,2,3-triazoles <i>via</i> Cu-Catalyzed Annulation of Azirines with Aryldiazonium Salts
  作者：Fang-Fang Feng、Jun-Kuan Li、Xuan-Yu Liu、Fa-Guang Zhang、Chi Wai Cheung、Jun-An Ma

  DOI：10.1021/acs.joc.0c01433

  日期：2020.8.21

  The general synthesis of fully substituted N2-aryl-1,2,3-triazoles is hitherto challenging compared with that of the N1-aryl counterparts. Herein, we describe a Cu-catalyzed annulation reaction of azirines and aryldiazonium salts. This regiospecific method allows access to a broad spectrum of tri-carbo N2-aryl-1,2,3-triazoles substituted with diverse aryl and alkyl moieties. Its utility is highlighted

  迄今为止，与N 1-芳基对应物相比，完全取代的N 2-芳基-1,2,3-三唑的一般合成具有挑战性。在本文中，我们描述了铜催化的叠氮化物和芳基重氮盐的环化反应。该区域特异性方法允许获得广泛的被各种芳基和烷基部分取代的三碳N 2-芳基-1,2,3-三唑的光谱。几种适用于药物发现的三唑前体的合成，以及带有三唑部分的新型手性联萘配体，突出了其实用性。