1-(2-methyl-5-nitrophenyl)-4-((4-nitrophenoxy)methyl)-1H-1,2,3-triazole | 1385766-79-9

• 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-(2-methyl-5-nitrophenyl)-4-((4-nitrophenoxy)methyl)-1H-1,2,3-triazole
• CAS: 1385766-79-9
• 化学式: C₁₆H₁₃N₅O₅
• 分子量: 355.31
• InChiKey: ADESDKAJXFHVIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.97
• 重原子数：
  26.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  126.22
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  1-nitro-4-(prop-2-ynyloxy)benzene 、 2-叠氮-1-甲基-4-硝基苯 在 二氧化碳 、 铜 作用下， 50.0 ℃ 、10.0 MPa 条件下， 反应 10.0h， 以94%的产率得到1-(2-methyl-5-nitrophenyl)-4-((4-nitrophenoxy)methyl)-1H-1,2,3-triazole
  参考文献：
  名称：

  Metallic copper wire: a simple, clear and reusable catalyst for the CuAAC reaction in supercritical carbon dioxide

  摘要：

  相对温和的条件，易于操作和简单的纯化；此处介绍的稳定且易获取的催化剂可在铜丝长度为10厘米的情况下重复使用超过200个周期。

  DOI：

  10.1039/c5ra11797f

文献信息

• Carboxymethylpullulan promoted Cu₂O-catalyzed Huisgen-click reaction
  作者：Weiwei Zhang、Baoqi Ren、Yuqin Jiang、Zhiguo Hu

  DOI：10.1039/c4ra14813d

  日期：——

  Cu₂O/CMP has been developed as a highly efficient catalytic system for Huisgen-click reaction in water at 60 °C.

  Cu₂O/CMP已经被开发成为在60°C的水中进行Huisgen-click反应的高效催化系统。
• Copper(II) Acetylacetonate: An Efficient Catalyst for Huisgen-Click Reaction for Synthesis of 1,2,3-Triazoles in Water
  作者：Yuqin Jiang、Xingfeng Li、Xiyong Li、Yamin Sun、Yaru Zhao、Shuhong Jia、Niu Guo、Guiqing Xu、Weiwei Zhang

  DOI：10.1002/cjoc.201700007

  日期：2017.8

  An efficient and green copper(II) acetylacetonate‐catalyzed protocol for the Huisgen‐click reaction in water at 100 °C has been established. The protocol was not only suitable for the reaction between organic azides and alkynes, but also suitable for one‐pot three‐component reaction among alkyl halides, NaN3 and alkynes.

  已经建立了一种高效且绿色的乙酰丙酮铜（II）催化方案，用于在100°C的水中进行Huisgen-click反应。该方案不仅适用于有机叠氮化物与炔烃之间的反应，还适用于卤代烷，NaN 3与炔烃之间的一锅三组分反应。
• An Efficient Synthesis of 1,4-Disubstituted Triazoles in Water via CuCl₂/Zn-Catalyzed Huisgen Cycloaddition
  作者：Yuqin Jiang、Peng Zhang、Wei Li、Xiaojing Li、Guiqing Xu

  DOI：10.1515/znb-2012-0308

  日期：2012.3.1

  An efficient method for the synthesis of 1,4-disubstituted triazoles in water at room temperature has been developed using CuCl₂/Zn as a catalyst system. Under the optimized conditions, a novel series of 1,4-disubstituted 1,2,3-triazoles were synthesized.

  一种高效的1,4-二取代三唑在室温下在水中合成的方法已经开发出来，使用CuCl2 / Zn作为催化剂系统。在优化的条件下，合成了一系列新颖的1,4-二取代1,2,3-三唑。
• Cu(OAc)₂·H₂O/NH₂NH₂·H₂O: an efficient catalyst system that in situ generates Cu₂O nanoparticles and HOAc for Huisgen click reactions
  作者：Yuqin Jiang、Duanyang Kong、Jinglin Zhao、Qinghua Qi、Wei Li、Guiqing Xu

  DOI：10.1039/c3ra45437a

  日期：——

  A combination of Cu(OAc)2·H2O and NH2NH2·H2O, which in situ generates Cu2O-NPs and HOAc in water at room temperature, has been developed as a highly efficient catalytic system for Huisgen click reactions. Our results indicate that the in situ generated Cu2O-NPs and HOAc play important roles in the Huisgen click reaction.

  Cu(OAc)2-H2O 和 NH2NH2- 的组合可在室温下于水中原位生成 Cu2O-NPs 和 HOAc，该组合已被开发为用于惠斯根点击反应的高效催化体系。我们的研究结果表明，原位生成的 -NPs 和 HOAc 在 Huisgen 点击反应中发挥了重要作用。
• A simple, efficient thermally promoted protocol for Huisgen-click reaction catalyzed by CuSO4·5H2O in water
  作者：Yuqin Jiang、Duanyang Kong、Jinglin Zhao、Weiwei Zhang、Wenjing Xu、Wei Li、Guiqing Xu

  DOI：10.1016/j.tetlet.2014.02.108

  日期：2014.4

  A thermally promoted and CuSO4-catalyzed new version of the Huisgen-click reaction is presented in this Letter. Notably, this protocol was suitable not only for the reactions between organic azides and alkynes, but also for one-pot three-component reactions among alkyl halides, NaN3, and alkynes. (C) 2014 Elsevier Ltd. All rights reserved.