2-(1-naphthylethynyl)-5-methylbenzoxazole | 54273-43-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(1-naphthylethynyl)-5-methylbenzoxazole
• 英文别名: 5-methyl-2-naphthalen-1-ylethynyl-benzooxazole
• CAS: 54273-43-7
• 化学式: C₂₀H₁₃NO
• 分子量: 283.329
• InChiKey: MSTVVTJEBIBZTI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.69
• 重原子数：
  22.0
• 可旋转键数：
  0.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  26.03
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  5-甲基苯并唑 、 1-乙炔基萘 在 二叔丁基过氧化物 、 iron(II) chloride 作用下， 100.0 ℃ 、101.33 kPa 条件下， 反应 20.0h， 以65%的产率得到2-(1-naphthylethynyl)-5-methylbenzoxazole
  参考文献：
  名称：

  Ligand and solvent-free iron catalyzed oxidative alkynylation of azoles with terminal alkynes

  摘要：

  A highly efficient and versatile iron catalyzed oxidative alkynylation of azoles with terminal alkynes under ligand and solvent-free conditions is described. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.08.083

文献信息

• Palladium-Catalyzed Oxidative Alkynylation of Heterocycles with Terminal Alkynes under Air Conditions
  作者：Seok Hwan Kim、Jungho Yoon、Sukbok Chang

  DOI：10.1021/ol200154s

  日期：2011.3.18

  Pd-Catalyzed oxidative alkynylation of azoles with terminal alkynes was developed via simultaneous activation of both heterocyclic sp(2) C-H and alkynyl sp C-H bonds. The choice of palladium catalyst source and external base resulted in being important factors for performing the reaction with high efficiency and selectivity, and air was successfully utilized as an environmental oxidant in the present alkynylation procedure.