1-(4-chloro-1,3,3-trimethyl-2-thiabicyclo[2.2.2]octan-7-yl)-5-iodo-4-phenyl-1H-1,2,3-triazole | 1198769-43-5

• 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-(4-chloro-1,3,3-trimethyl-2-thiabicyclo[2.2.2]octan-7-yl)-5-iodo-4-phenyl-1H-1,2,3-triazole
• 英文别名: 1-(4-Chloro-1,3,3-trimethyl-2-thiabicyclo[2.2.2]octan-6-yl)-5-iodo-4-phenyltriazole
• CAS: 1198769-43-5
• 化学式: C₁₈H₂₁ClIN₃S
• 分子量: 473.808
• InChiKey: DHCKVIOTBKLPBJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  56
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (碘乙炔基)苯 、 7-azido-4-chloro-1,3,3-trimethyl-2-thiabicyclo[2.2.2]octane 在 copper(l) iodide 、 TTTA 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以73%的产率得到1-(4-chloro-1,3,3-trimethyl-2-thiabicyclo[2.2.2]octan-7-yl)-5-iodo-4-phenyl-1H-1,2,3-triazole
  参考文献：
  名称：

  Copper(I)-Catalyzed Cycloaddition of Organic Azides and 1-Iodoalkynes

  摘要：

  DOI：

  10.1002/anie.200903558

文献信息

• COPPER CATALYZED CYCLOADDITION OF ORGANIC AZIDES AND 1-HALOALKYNES
  申请人：Hein Jason E.

  公开号：US20120142935A1

  公开（公告）日：2012-06-07

  This invention provides a method for preparing a 1,2,3-triazole compound comprising contacting an organic azide with a 2-substituted-1-haloalkyne, in the presence of a copper catalyst and a copper-coordinating ligand (preferably a tertiary amine) in a liquid reaction medium, thereby forming a 1,4,5-substituted-1,2,3-triazole compound including a halo substituent at the 5-position of the triazole, the organic portion of the organic azide at the 1-position of the triazole, and the substituent of the 1-iodoalkyne at the 4-position of the triazole. A method for preparing 1-iodoalkynes is also provided.

  本发明提供了一种制备1,2,3-三唑化合物的方法，包括在液态反应介质中，在铜催化剂和铜配位配体（优选为三级胺）的存在下，将有机叠氮化合物与2-取代-1-卤代烯烃接触，从而形成1,4,5-取代的1,2,3-三唑化合物，包括三唑环的5-位上的卤代取代基，有机叠氮化合物的1-位上的有机部分，以及1-碘代烯烃的取代基在三唑环的4-位上。本发明还提供了制备1-碘代烯烃的方法。
• US8927736B2
  申请人：——

  公开号：US8927736B2

  公开（公告）日：2015-01-06
• [EN] COPPER CATALYZED CYCLOADDITION OF ORGANIC AZIDES AND 1-HALOALKYNES<br/>[FR] CYCLOADDITION D'AZOTURES ORGANIQUES ET DE 1-ALCYNES HALOGÉNÉS CATALYSÉE PAR DU CUIVRE
  申请人：SCRIPPS RESEARCH INST

  公开号：WO2011019799A2

  公开（公告）日：2011-02-17

  This invention provides a method for preparing a 1,2,3-triazole compound comprising contacting an organic azide with a 2-substitued-1-haloalkyne, in the presence of a copper catalyst and a copper-coordinating ligand (preferably a tertiary amine) in a liquid reaction medium, thereby forming a 1,4,5-substituted-1,2,3-triazole compound including a halo substituent at the 5-position of the triazole, the organic portion of the organic azide at the 1-position of the triazole, and the substituent of the 1-iodoalkyne at the 4-position of the triazole. A method for preparing 1-iodoalkynes is also provided.