1-(1,3-diphenylprop-2-ynyl)-1H-benzo[d][1,2,3]triazole | 1236769-49-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 1-(1,3-diphenylprop-2-ynyl)-1H-benzo[d][1,2,3]triazole
• 英文别名: 1-(1,3-Diphenylprop-2-ynyl)benzotriazole；1-(1,3-diphenylprop-2-ynyl)benzotriazole
• CAS: 1236769-49-5
• 化学式: C₂₁H₁₅N₃
• 分子量: 309.37
• InChiKey: QXZFDYXRYRBXLZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  T406石油添加剂 、 1,3-二苯基-2-丙炔-1-醇 在 iron(III) chloride 作用下， 以 乙腈 为溶剂， 反应 5.0h， 以89%的产率得到1-(1,3-diphenylprop-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。
• USE OF CERTAIN METAL-ACCUMULATING PLANTS FOR THE PERFORMANCE OF ORGANIC CHEMISTRY REACTIONS
  申请人：CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE

  公开号：US20150011749A1

  公开（公告）日：2015-01-08

  Metal-accumulating plants for preparing compositions including a metal catalyst derived from the plants. The composition is substantially devoid of organic matter. Also, carrying out chemical reactions with the compositions prepared from metal-accumulating plants.

  利用富集金属的植物制备包含从植物中提取的金属催化剂的组合物。该组合物基本上不含有机物。此外，使用从富集金属的植物制备的组合物进行化学反应。
• [EN] USE OF CERTAIN METAL-ACCUMULATING PLANTS FOR THE PERFORMANCE OF ORGANIC CHEMISTRY REACTIONS<br/>[FR] UTILISATION DE CERTAINES PLANTES ACCUMULATRICES DE METAUX POUR LA MISE EN OEUVRE DE REACTIONS DE CHIMIE ORGANIQUE
  申请人：CENTRE NAT RECH SCIENT

  公开号：WO2013150197A1

  公开（公告）日：2013-10-10

  L'invention concerne l'utilisation pour la mise en oeuvre de réactions chimiques de compositions ctalytiques obtenues par traitement thermique de plantes accumulatrices de métaux.
• 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.