1-(4-(1-p-tolyl-1H-1,2,3-triazol-4-yl)phenyl)ethanone

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4-(1-p-tolyl-1H-1,2,3-triazol-4-yl)phenyl)ethanone
• 英文别名: 1-[4-[1-(4-Methylphenyl)triazol-4-yl]phenyl]ethanone；1-[4-[1-(4-methylphenyl)triazol-4-yl]phenyl]ethanone
• 化学式: C₁₇H₁₅N₃O
• 分子量: 277.326
• InChiKey: DQKVHWCDJLTCCJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  47.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  p-叠氮甲苯 、 4-乙炔基苯乙酮 在 copper(ll) sulfate pentahydrate 、 二氢吡啶 作用下， 以 甲醇 、 水 为溶剂， 反应 10.0h， 以90%的产率得到1-(4-(1-p-tolyl-1H-1,2,3-triazol-4-yl)phenyl)ethanone
  参考文献：
  名称：

  Application of Hantzsch Dihydropyridine in Copper-Catalyzed [3 + 2] Cycloaddition of Terminal Alkynes with Azides

  摘要：

  2,6-Dimethyl-3,5-bis(ethoxycarbonyl)-1,4-dihydropyridine (dihydropyridine Hantzsch ester, DHPHE) and CuSO45H2O efficiently accelerated azide-alkyne cycloaddition reactions of both aliphatic and aromatic substrates and gave 1,4-disubstituted 1,2,3-triazoles as the only isomer in good to excellent yields at room temperature with 1mol% of CuSO45H2O/DHPHE (1:1 in molar ratio). The reaction could be carried out smoothly in methanol in air with high efficiency. DHPHE may play multiple important roles in the reaction: a reducing reagent to generate the catalytic center copper(I) from CuSO4, a base to help form the intermediate acetylide, and a ligand to stabilize the catalytic copper(I) species via coordination after being transformed to pyridine derivative. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resource(s): Full experimental and spectral details.]

  DOI：

  10.1080/00397911.2013.789113

文献信息

• Application of Hantzsch Dihydropyridine in Copper-Catalyzed [3 + 2] Cycloaddition of Terminal Alkynes with Azides
  作者：Zuxi Jin、Peng Xue、Enqin Fu

  DOI：10.1080/00397911.2013.789113

  日期：2014.1.2

  2,6-Dimethyl-3,5-bis(ethoxycarbonyl)-1,4-dihydropyridine (dihydropyridine Hantzsch ester, DHPHE) and CuSO45H2O efficiently accelerated azide-alkyne cycloaddition reactions of both aliphatic and aromatic substrates and gave 1,4-disubstituted 1,2,3-triazoles as the only isomer in good to excellent yields at room temperature with 1mol% of CuSO45H2O/DHPHE (1:1 in molar ratio). The reaction could be carried out smoothly in methanol in air with high efficiency. DHPHE may play multiple important roles in the reaction: a reducing reagent to generate the catalytic center copper(I) from CuSO4, a base to help form the intermediate acetylide, and a ligand to stabilize the catalytic copper(I) species via coordination after being transformed to pyridine derivative. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resource(s): Full experimental and spectral details.]