(1-(4-methoxybenzyl)-5-phenyl-1H-1,2,3-triazol-4-yl)(phenyl)methanone | 1571096-15-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1-(4-methoxybenzyl)-5-phenyl-1H-1,2,3-triazol-4-yl)(phenyl)methanone
• 英文别名: [1-[(4-Methoxyphenyl)methyl]-5-phenyltriazol-4-yl]-phenylmethanone
• CAS: 1571096-15-5
• 化学式: C₂₃H₁₉N₃O₂
• 分子量: 369.423
• InChiKey: QJAHWTLVYXQZSA-UHFFFAOYSA-N

物化性质

• 沸点：
  616.5±65.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  57
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  苯甲醛 在 potassium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 25.0h， 生成 (1-(4-methoxybenzyl)-5-phenyl-1H-1,2,3-triazol-4-yl)(phenyl)methanone
  参考文献：
  名称：

  Regioselective synthesis of triazoles via base-promoted oxidative cycloaddition of chalcones with azides in aqueous solution

  摘要：

  使用无过渡金属条件下，开发了一种碱促进的氧化环加成反应，用于合成三取代三唑的区域选择性合成。

  DOI：

  10.1039/c5ra16974g

文献信息

• Another Example of Organo-Click Reactions: TEMPO-Promoted Oxidative Azide-Olefin Cycloaddition for the Synthesis of 1,2,3-Triazoles in Water
  作者：Dasari Gangaprasad、John Paul Raj、Tayyala Kiranmye、Kesavan Karthikeyan、Jebamalai Elangovan

  DOI：10.1002/ejoc.201601121

  日期：2016.12

  The water-mediated, metal-free, 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO) promoted oxidative [3+2] cycloaddition of organic azides with electron-deficient terminal and internal olefins was explored. A library of 1,4-disubstituted and 1,4,5-trisubstituted-1,2,3-triazoles were synthesized in moderate to excellent yields. This method was also found to be compatible not only with open-chain olefins

  探索了水介导的无金属 2,2,6,6-四甲基哌啶-1-氧基 (TEMPO) 促进了具有缺电子末端和内烯烃的有机叠氮化物的氧化 [3+2] 环加成。合成了 1,4-二取代和 1,4,5-三取代-1,2,3-三唑的文库，产率中等至极好。还发现该方法不仅与开链烯烃相容，而且与环烯烃相容。
• Regioselective Synthesis of β-Aryl Enaminones and 1,4,5- Trisubstituted 1,2,3-Triazoles from Chalcones and Benzyl Azides
  作者：Yu-Yang Xie、Ying-Chun Wang、Hong-En Qu、Xian-Chun Tan、Heng-Shan Wang、Ying-Ming Pan

  DOI：10.1002/adsc.201400315

  日期：2014.11.3

  AbstractA highly regioselective synthesis of β‐aryl enaminones and 1,4,5‐trisubstituted 1,2,3‐triazoles from chalcones and benzyl azides based on reaction solvent selection is reported. In the presence of a catalytic amount of Ce(OTf)3, reactions of chalcones with benzyl azides in DMF at 100 °C afforded densely substituted Z‐β‐aryl enaminones in good to excellent yields, whereas treatment of chalcones with benzyl azides in toluene at 100 °C selectively produced 1,4,5‐trisubstituted 1,2,3‐triazoles in excellent yields.magnified image
• Copper(I)-Catalyzed Aerobic Oxidative Azide-Alkene Cyclo- addition: An Efficient Synthesis of Substituted 1,2,3-Triazoles
  作者：Donala Janreddy、Veerababurao Kavala、Chun-Wei Kuo、Wen-Chang Chen、Chintakunta Ramesh、Trimurtulu Kotipalli、Ting-Shen Kuo、Mei-Ling Chen、Chiu-Hui He、Ching-Fa Yao

  DOI：10.1002/adsc.201300344

  日期：2013.10.11

  AbstractA novel, copper(I)‐promoted azide–alkene aerobic oxidative cycloaddition protocol was developed for the regioselective synthesis of 1,4‐disubstituted/1,4,5‐trisubstituted 1,2,3‐triazoles by using azides and electron‐deficient olefins under an oxygen atmosphere.magnified image