4-(4-(tert-butyl)phenyl)-1-(p-tolyl)-1H-1,2,3-triazole | 1345842-02-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(4-(tert-butyl)phenyl)-1-(p-tolyl)-1H-1,2,3-triazole
• 英文别名: 4-(4-Tert-butylphenyl)-1-(4-methylphenyl)triazole；4-(4-tert-butylphenyl)-1-(4-methylphenyl)triazole
• CAS: 1345842-02-5
• 化学式: C₁₉H₂₁N₃
• 分子量: 291.396
• InChiKey: CEPZYGOXNCUHOS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 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：

  对叔丁基苯乙酮 在 过氧化苯甲酸叔丁酯 、 碘 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 12.0h， 生成 4-(4-(tert-butyl)phenyl)-1-(p-tolyl)-1H-1,2,3-triazole
  参考文献：
  名称：

  I₂/TBPB Mediated Oxidative Reaction of N-Tosylhydrazones with Anilines: Practical Construction of 1,4-Disubstituted 1,2,3-Triazoles under Metal-Free and Azide-Free Conditions

  摘要：

  An efficient I-2 (20 mol %)/TBPB mediated oxidative formal [4 + 1] cycloaddition of N-tosylhydrazones with anilines via C-N/N-N bond formation and S-N cleavage has been developed. This protocol represents a simple, general, and efficient approach for the construction of 1,2,3-triazoles under metal-free and azide-free conditions by utilizing a catalytic amount of I-2.

  DOI：

  10.1021/ol502431b

文献信息

• Copper on chitosan: an efficient and easily recoverable heterogeneous catalyst for one pot synthesis of 1,2,3-triazoles from aryl boronic acids in water at room temperature
  作者：B.S.P. Anil Kumar、K. Harsha Vardhan Reddy、K. Karnakar、G. Satish、Y.V.D. Nageswar

  DOI：10.1016/j.tetlet.2015.02.107

  日期：2015.4

  environmentally-friendly one pot protocol has been developed for the synthesis of 1,4-diaryl-1,2,3-triazoles from boronic acids, sodium azide, and acetylenes using copper sulfate immobilized on chitosan as a recyclable heterogeneous catalyst. This green synthetic three component protocol avoids handling of hazardous and toxic azides involving its in situ generation. The use of aqueous medium at room

  已经开发了一种简便，有效且环保的单罐方案，该方案可以使用固定在壳聚糖上的硫酸铜作为可回收材料，从硼酸，叠氮化钠和乙炔中合成1,4-二芳基-1,2,3-三唑。多相催化剂。这种绿色的合成三组分规程避免了涉及其原位生成的危险和有毒叠氮化物的处理。在室温下使用水性介质和容易回收催化剂是该方法的其他显着特征。
• Renewable SiO2 as support for NiO catalyst for regioselective synthesis of 1,4-disubstituted 1,2,3-triazoles from azide-alkyne cycloaddition in aqueous media
  作者：Sasikumar Boggala、Vijayanand Perupogu、Shirisha Varimalla、Kalpana Manda、Venugopal Akula

  DOI：10.1016/j.mcat.2022.112191

  日期：2022.3

  derived from rice husk (SiO2-RH) has been used as a support for NiO catalyst for azide-alkyne cycloaddition in aqueous media at 60 °C. The 10wt%NiO/SiO2-RH catalyst was found to be an efficient and reusable catalyst for the regioselective synthesis of 1,4-disubstituted 1,2,3-triazoles with broad substrate scope that included carbohydrate triazoles and one-pot synthesis of triazoles. The reaction mechanism

  源自稻壳的 SiO 2 (SiO 2 -RH )已被用作 NiO 催化剂的载体，用于 60 °C 水介质中的叠氮化物-炔烃环加成反应。10wt%NiO/SiO 2 -RH 催化剂被发现是区域选择性合成 1,4-二取代 1,2,3-三唑的有效且可重复使用的催化剂，其底物范围广泛，包括碳水化合物三唑和一锅法合成三唑类。反应机理遵循NiO/SiO 2 -RH催化剂表面的镍π-络合物。催化剂循环使用多达四次，显示出一致的活性和选择性。BET-SA、H 2 -TPR、NH 3建立了构效关系和机理研究-TPD、SEM-EDX、XPS、XRD、29 Si SS MAS NMR 和H 2脉冲化学吸附研究和合理的反应机理已被提出。
• Copper(I) Iodide Catalyzed Synthesis of 1,4-Disubstituted 1,2,3-Triazoles from anti-3-Aryl-2,3-dibromopropanoic Acids and Organic Azides
  作者：Chunxiang Kuang、Qing Yang、Xuezhi Cheng、Yiwen Yang

  DOI：10.1055/s-0030-1261030

  日期：2011.9

  A series of 1,4-disubstituted 1,2,3-triazoles were synthesized in a one-pot process from anti-3-aryl-2,3-dibromopropanoic acids and organic azides in dimethyl sulfoxide with inexpensive copper (I) iodide as the catalyst. cyclizations - heterocycles - azides - triazoles

  一锅法由抗-3-芳基-2,3-二溴丙酸和有机叠氮化物在二甲亚砜中以廉价的碘化铜（I）为原料，合成了一系列1,4-二取代的1,2,3-三唑。催化剂。 环化-杂环-叠氮化物-三唑
• I₂/TBPB Mediated Oxidative Reaction of <i>N</i>-Tosylhydrazones with Anilines: Practical Construction of 1,4-Disubstituted 1,2,3-Triazoles under Metal-Free and Azide-Free Conditions
  作者：Zhong-Jian Cai、Xin-Mou Lu、You Zi、Chao Yang、Ling-Jie Shen、Jian Li、Shun-Yi Wang、Shun-Jun Ji

  DOI：10.1021/ol502431b

  日期：2014.10.3

  An efficient I-2 (20 mol %)/TBPB mediated oxidative formal [4 + 1] cycloaddition of N-tosylhydrazones with anilines via C-N/N-N bond formation and S-N cleavage has been developed. This protocol represents a simple, general, and efficient approach for the construction of 1,2,3-triazoles under metal-free and azide-free conditions by utilizing a catalytic amount of I-2.