(1-(4-methoxybenzyl)-1H-1,2,3-triazol-4-yl)(phenyl)methanone | 1356146-92-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1-(4-methoxybenzyl)-1H-1,2,3-triazol-4-yl)(phenyl)methanone
• 英文别名: 4-benzoyl-1-[(4-methoxyphenyl)methyl]-1H-1,2,3-triazole
• CAS: 1356146-92-3
• 化学式: C₁₇H₁₅N₃O₂
• 分子量: 293.325
• InChiKey: MGIGKVPQTASNEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.57
• 重原子数：
  22.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  57.01
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  苯甲酰氯 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 silver fluoride 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 13.5h， 生成 (1-(4-methoxybenzyl)-1H-1,2,3-triazol-4-yl)(phenyl)methanone
  参考文献：
  名称：

  An efficient and high-yielding one-pot synthesis of 4-acyl-1,2,3-triazoles via triisopropylsilyl-protected ynones

  摘要：

  A practical and efficient process has been developed for the synthesis of 1-substituted 4-acyl-1H-1,2,3-triazoles using a three-step one-pot synthetic approach. This transformation involves an initial preparation of triisopropylsilyl (TIPS)-protected ynones from acid chlorides and TIPS-acetylene, followed by a AgF-mediated TIPS deprotection and Cu-catalyzed Huisgen cycloaddition. The increased chemical stability of TIPS-protected ynones was an important factor in the high overall product yield. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.12.025

文献信息

• Promotion of 1,3-dipolar cycloaddition between azides and β-enaminones by deep eutectic solvents
  作者：Marcos Antonio Pinto Martins、Guilherme Caneppele Paveglio、Leticia Valvassori Rodrigues、Clarissa Piccinin Frizzo、Nilo Zanatta、Helio Gauze Bonacorso

  DOI：10.1039/c5nj03654b

  日期：——

  The metal-free, high selectivity and efficient synthesis of 4-acyl triazoles in a DES (ChCl:ethylene glycol) is reported.

  报道了在DES（ChCl：乙二醇）中无金属、高选择性和高效合成4-酰基三唑的方法。
• 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