1-benzyl-4-phenyl-5-(m-tolyl)-1H-1,2,3-triazole | 1037412-72-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-benzyl-4-phenyl-5-(m-tolyl)-1H-1,2,3-triazole
• 英文别名: 1-Benzyl-5-(3-methylphenyl)-4-phenyltriazole；1-benzyl-5-(3-methylphenyl)-4-phenyltriazole
• CAS: 1037412-72-8
• 化学式: C₂₂H₁₉N₃
• 分子量: 325.413
• InChiKey: ZKFCBYSRCJQQQX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 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：

  苯乙炔 在 sodium azide 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 1-benzyl-4-phenyl-5-(m-tolyl)-1H-1,2,3-triazole
  参考文献：
  名称：

  乙二胺官能化纤维素上负载的铜（I）和钯纳米粒子可作为1,3-偶极环加成/直接芳基化序列的有效催化剂

  摘要：

  合成并表征了乙二胺功能化纤维素上担载的Pd的Cu（I）和纳米颗粒。发现合成的催化剂是通过可持续的1,3-偶极环加成/直接芳构化序列合成1,4,5-三取代的1,2,3-三唑的高效多相催化剂。催化剂可以通过简单的过滤容易地回收，并且可以重复使用至少五个循环而不会失去其活性。版权所有©2014 John Wiley＆Sons，Ltd.

  DOI：

  10.1002/aoc.3091

文献信息

• Copper-Catalyzed Decarboxylative Cycloaddition of Propiolic Acids, Azides, and Arylboronic Acids: Construction of Fully Substituted 1,2,3-Triazoles
  作者：Xiang-Xiang Wang、Yangchun Xin、Yi Li、Wen-Jin Xia、Bin Zhou、Rui-Rong Ye、Ya-Min Li

  DOI：10.1021/acs.joc.9b03285

  日期：2020.3.6

  A copper-catalyzed decarboxylative cycloaddition of propiolic acids, azides, and arylboronic acids is described. The present reaction provides an efficient and convenient method for the synthesis of various fully substituted 1,2,3-triazoles from readily available starting materials. A possible mechanism is proposed.

  描述了丙酸，叠氮化物和芳基硼​​酸的铜催化的脱羧环加成。本反应为从容易获得的起始原料合成各种完全取代的1,2,3-三唑提供了一种有效而方便的方法。提出了一种可能的机制。
• Pd-NHC-Catalyzed Direct Arylation of 1,4-Disubstituted 1,2,3-Triazoles with Aryl Halides
  作者：Tao He、Min Wang、Pinhua Li、Lei Wang

  DOI：10.1002/cjoc.201100275

  日期：2012.4

  highly efficient method for the synthesis of unsymmetrical multi‐substituted 1,2,3‐triazoles via a direct Pd‐NHC system catalyzed C(5)‐arylation of 1,4‐disubstituted triazoles, which are readily accessible via "click" chemistry has been developed. It is important to note that CH bond functionalizations of 1,2,3‐triazoles with a variety of differently substituted aryl iodides and bromides as electrophiles

  一种通过直接的Pd-NHC系统催化不对称多取代1,2,3-三唑的高效方法，催化1,4-二取代三唑的C（5）芳基化，可通过“点击”化学轻松获得已经被开发出来。重要的是要注意，通过这种催化体系，可以在空气中100°C的较温和的反应温度下，通过该催化体系方便地实现1,2,3-三唑与各种不同取代的芳基碘化物和溴化物的CH键官能化。 。
• Pd-catalyzed ligand-free C(5)–H arylation of 1,4-disubstituted 1,2,3-triazoles promoted by microwaves
  作者：Fen Zhao、Wen-Hai Tian、Fang Luo、Hui-Ling Cheng、Yu-Bo Jiang、Zhen Chen

  DOI：10.1080/00397911.2016.1222441

  日期：2016.10.17

  Pd(OAc)(2)-catalyzed regioselective C(5)-H arylation of 1,4-disubstituted 1,2,3-triazoles was achieved without ligand under microwave conditions in 1h, generating 1,4,5-trisubstituted 1,2,3-triazoles with good to excellent yields. The obtained molecules can be easily converted into 4,5-disubstituted 1,2,3-triazoles through the debenzylation process with one-pot manipulation.[GRAPHICS].
• Copper-Catalyzed “Click” Reaction/Direct Arylation Sequence: Modular Syntheses of 1,2,3-Triazoles
  作者：Lutz Ackermann、Harish K. Potukuchi、Dirk Landsberg、Rubén Vicente

  DOI：10.1021/ol801078r

  日期：2008.7.17

  Inexpensive copper catalysts enabled modular one-pot multicomponent syntheses of fully decorated triazoles through a sustainable "click" reaction/direct arylation sequence.
• Copper(I) and palladium nanoparticles supported on ethylenediamine-functionalized cellulose as an efficient catalyst for the 1,3-dipolar cycloaddition/direct arylation sequence
  作者：Sajjad Keshipour、Ahmad Shaabani

  DOI：10.1002/aoc.3091

  日期：2014.2

  Cu(I) and nanoparticles of Pd supported on ethylenediamine‐functionalized cellulose as a novel bio‐supported catalyst was synthesized and characterized. The synthesized catalyst was found to be a highly efficient heterogeneous catalyst for the synthesis of 1,4,5‐trisubstituted 1,2,3‐triazoles through a sustainable 1,3‐dipolar cycloaddition/direct arylation sequence. The catalyst could be easily recovered

  合成并表征了乙二胺功能化纤维素上担载的Pd的Cu（I）和纳米颗粒。发现合成的催化剂是通过可持续的1,3-偶极环加成/直接芳构化序列合成1,4,5-三取代的1,2,3-三唑的高效多相催化剂。催化剂可以通过简单的过滤容易地回收，并且可以重复使用至少五个循环而不会失去其活性。版权所有©2014 John Wiley＆Sons，Ltd.