1-(2,2-dimethoxyethyl)-4-phenyl-1H-[1,2,3]triazole | 959930-16-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(2,2-dimethoxyethyl)-4-phenyl-1H-[1,2,3]triazole
• 英文别名: 1-(2,2-Dimethoxyethyl)-4-phenyltriazole；1-(2,2-dimethoxyethyl)-4-phenyltriazole
• CAS: 959930-16-6
• 化学式: C₁₂H₁₅N₃O₂
• 分子量: 233.27
• InChiKey: BUHGUKVPNMZABF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  49.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(2,2-dimethoxyethyl)-4-phenyl-1H-[1,2,3]triazole 在 三氟乙酸 作用下， 反应 6.0h， 以94%的产率得到2-(4-Phenyltriazol-1-yl)acetaldehyde
  参考文献：
  名称：

  Highly Sensitive Fluorescent Probes for Zinc Ion Based on Triazolyl-Containing Tetradentate Coordination Motifs

  摘要：

  Two new 1,2,3-triazolyl-containing N4-tetradentate ligands show nanomolar affinity for Zn2+ under physiological conditions. Furthermore, they are easily derivatizable to afford fluorescent probes suitable for sensitive Zn2+ detection. Structural characterizations in both solid and solution states suggest that N3 and N2 in the 1,2,3-triazolyl moiety coordinate with Zn2+ in A and B to afford five-membered and six-membered coordination rings, respectively. The probes show sensitive fluorescence enhancement and ratiometric responses to Zn2+.

  DOI：

  10.1021/ol702208y
• 作为产物：
  描述：

  氨基乙醛二甲基缩醛 、 苯乙炔 在 铜 、 copper(II) sulfate 作用下， 以 水 、 叔丁醇 为溶剂， 反应 2.0h， 以75%的产率得到1-(2,2-dimethoxyethyl)-4-phenyl-1H-[1,2,3]triazole
  参考文献：
  名称：

  铜（I）催化的炔基2-叠氮基-1,1-二甲氧基乙烷的[3 + 2]环化反应，区域选择性合成1-（2,2-二甲氧基乙基）-1,2,3-三唑

  摘要：

  1-（2,2-二甲氧基乙基）-1,2,3-三唑是通过铜（I）与炔烃的2-叠氮基-1,1-二甲氧基乙烷的铜（I）催化的[3 + 2]环化反应而选择性制备的。

  DOI：

  10.1016/j.tetlet.2007.09.069

文献信息

• Regioselective synthesis of 1-(2,2-dimethoxyethyl)-1,2,3-triazoles by copper(I)-catalyzed [3+2] cyclization of 2-azido-1,1-dimethoxyethane with alkynes
  作者：Muhammad Sher、Helmut Reinke、Peter Langer

  DOI：10.1016/j.tetlet.2007.09.069

  日期：2007.11

  1-(2,2-Dimethoxyethyl)-1,2,3-triazoles are regioselectively prepared by copper(I)-catalyzed [3+2] cyclizations of 2-azido-1,1-dimethoxyethane with alkynes.

  1-（2,2-二甲氧基乙基）-1,2,3-三唑是通过铜（I）与炔烃的2-叠氮基-1,1-二甲氧基乙烷的铜（I）催化的[3 + 2]环化反应而选择性制备的。
• Copper(I) Acetate: A Structurally Simple but Highly Efficient Dinuclear Catalyst for Copper-Catalyzed Azide-Alkyne Cycloaddition
  作者：Changwei Shao、Guolin Cheng、Deyong Su、Jimin Xu、Xinyan Wang、Yuefei Hu

  DOI：10.1002/adsc.200900768

  日期：——

  this article, the structurally well‐defined dinuclear complex copper(I) acetate was studied in detail and was developed as a highly practical and efficient catalyst for the copper(I)‐catalyzed azide‐alkyne cycloaddition. The “bare” phenylethynylcopper(I) (i.e., with no exogeneous ligands) was isolated as an intermediate, which can be converted into an active catalytic species by treatment with acetic

  在本文中，对结构明确的双核络合乙酸铜（I）进行了详细研究，并将其开发为铜（I）催化的叠氮化物-炔烃环加成反应的一种高度实用且高效的催化剂。分离出“裸露的”苯基乙炔基铜（I）（即没有外源性配体）作为中间体，可以通过用乙酸处理（反应中原位产生）以有效催化叠氮化物的方式将其转化为活性催化物质。炔烃在温和条件下的环加成反应。
• Highly Sensitive Fluorescent Probes for Zinc Ion Based on Triazolyl-Containing Tetradentate Coordination Motifs
  作者：Sha Huang、Ronald J. Clark、Lei Zhu

  DOI：10.1021/ol702208y

  日期：2007.11.1

  Two new 1,2,3-triazolyl-containing N4-tetradentate ligands show nanomolar affinity for Zn2+ under physiological conditions. Furthermore, they are easily derivatizable to afford fluorescent probes suitable for sensitive Zn2+ detection. Structural characterizations in both solid and solution states suggest that N3 and N2 in the 1,2,3-triazolyl moiety coordinate with Zn2+ in A and B to afford five-membered and six-membered coordination rings, respectively. The probes show sensitive fluorescence enhancement and ratiometric responses to Zn2+.