1-(1-phenyl-3-(trimethylsilyl)prop-2-ynyl)-1H-benzo[d][1,2,3]triazole | 1236769-62-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并三唑类
• 英文名称: 1-(1-phenyl-3-(trimethylsilyl)prop-2-ynyl)-1H-benzo[d][1,2,3]triazole
• 英文别名: [3-(Benzotriazol-1-yl)-3-phenylprop-1-ynyl]-trimethylsilane；[3-(benzotriazol-1-yl)-3-phenylprop-1-ynyl]-trimethylsilane
• CAS: 1236769-62-2
• 化学式: C₁₈H₁₉N₃Si
• 分子量: 305.454
• InChiKey: NHUUQIPGKWUPLD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(1-phenyl-3-(trimethylsilyl)prop-2-ynyl)-1H-benzo[d][1,2,3]triazole 、 苄基叠氮 在 copper(II) sulfate 、 sodium ascorbate 作用下， 以 水 、 叔丁醇 为溶剂， 反应 12.0h， 以95%的产率得到1-((1-benzyl-1H-1,2,3-triazol-4-yl)(phenyl)methyl)-1H-benzo[d][1,2,3]triazole
  参考文献：
  名称：

  Iron-Catalyzed C−O Bond Activation for the Synthesis of Propargyl-1,2,3-triazoles and 1,1-Bis-triazoles

  摘要：

  The FeCl(3)-catalyzed triazole propargylation was developed. This transformation was suitable for a large scope of substituted propargyl alcohols, giving the corresponding propargyl triazoles In excellent yields (up to 96%). Further derivatization produced the 1,1-bis-triazoles in excellent yields and regioselectivity, which could be applied as potential transition metal ligands or new reagents.

  DOI：

  10.1021/ol101082v
• 作为产物：
  描述：

  T406石油添加剂 、 1-苯基-3-三甲基硅烷-2-丙炔-1-醇 在 iron(III) chloride 作用下， 以 乙腈 为溶剂， 反应 5.0h， 以96%的产率得到1-(1-phenyl-3-(trimethylsilyl)prop-2-ynyl)-1H-benzo[d][1,2,3]triazole
  参考文献：
  名称：

  Iron-Catalyzed C−O Bond Activation for the Synthesis of Propargyl-1,2,3-triazoles and 1,1-Bis-triazoles

  摘要：

  The FeCl(3)-catalyzed triazole propargylation was developed. This transformation was suitable for a large scope of substituted propargyl alcohols, giving the corresponding propargyl triazoles In excellent yields (up to 96%). Further derivatization produced the 1,1-bis-triazoles in excellent yields and regioselectivity, which could be applied as potential transition metal ligands or new reagents.

  DOI：

  10.1021/ol101082v

文献信息

• The First Multicomponent Synthesis of Propargyl-1,2,3-triazoles¹
  作者：Biswanath Das、Nisith Bhunia、Maram Lingaiah、Parigi Reddy

  DOI：10.1055/s-0030-1260105

  日期：2011.8

  The three-component reaction of benzotriazoles, aldehydes, and alkynes has been carried out for the first time using zinc bromide as a catalyst. The corresponding propargylbenzotriazoles are formed in high yields (79-97%) within 6-10 hours.

  首次使用溴化锌作为催化剂进行苯并三唑、醛和炔烃的三组分反应。相应的丙炔基苯并三唑在6-10小时内以高产率（79-97%）形成。
• Iron-Catalyzed C−O Bond Activation for the Synthesis of Propargyl-1,2,3-triazoles and 1,1-Bis-triazoles
  作者：Wuming Yan、Qiaoyi Wang、Yunfeng Chen、Jeffrey L. Petersen、Xiaodong Shi

  DOI：10.1021/ol101082v

  日期：2010.8.6

  The FeCl(3)-catalyzed triazole propargylation was developed. This transformation was suitable for a large scope of substituted propargyl alcohols, giving the corresponding propargyl triazoles In excellent yields (up to 96%). Further derivatization produced the 1,1-bis-triazoles in excellent yields and regioselectivity, which could be applied as potential transition metal ligands or new reagents.