(4-bromophenyl)[1-(4-chlorophenyl)-5-(trifluoromethyl)-1H-1,2,3-triazol-4-yl]methanone | 1352406-65-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4-bromophenyl)[1-(4-chlorophenyl)-5-(trifluoromethyl)-1H-1,2,3-triazol-4-yl]methanone
• 英文别名: (4-Bromophenyl)-[1-(4-chlorophenyl)-5-(trifluoromethyl)triazol-4-yl]methanone；(4-bromophenyl)-[1-(4-chlorophenyl)-5-(trifluoromethyl)triazol-4-yl]methanone
• CAS: 1352406-65-5
• 化学式: C₁₆H₈BrClF₃N₃O
• 分子量: 430.611
• InChiKey: FJVPTHWLQVQFFV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  47.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1-叠氮-4-氯苯 、 1-(4-溴苯基)-4,4,4-三氟-1,3-丁二酮 在 三乙胺 作用下， 反应 5.0h， 以77%的产率得到(4-bromophenyl)[1-(4-chlorophenyl)-5-(trifluoromethyl)-1H-1,2,3-triazol-4-yl]methanone
  参考文献：
  名称：

  Regioselective synthesis of 5-trifluoromethyl-1,2,3-triazoles via CF3-directed cyclization of 1-trifluoromethyl-1,3-dicarbonyl compounds with azides

  摘要：

  1-Trifluoromethyl-substituted 1,3-dicarbonyl compounds are shown to undergo 100% regioselective cyclization in reactions with alkyl and aryl azides to form 4-acyl-5-trifluoromethyl-1,2,3-triazoles. The reaction represents a general method for the synthesis of otherwise difficulty available 4-acyl-5trifluoromethyl-1,2,3-triazoles. The directing role of the trifluoromethyl group is discussed in the light of stepwise and concerted mechanisms for this reaction. (C) 2011 Elsevier Ltd. All rights reserved,

  DOI：

  10.1016/j.tet.2011.10.110

文献信息

• Regioselective synthesis of 5-trifluoromethyl-1,2,3-triazoles via CF3-directed cyclization of 1-trifluoromethyl-1,3-dicarbonyl compounds with azides
  作者：Yury A. Rozin、Johann Leban、Wim Dehaen、Valentine G. Nenajdenko、Vasiliy M. Muzalevskiy、Oleg S. Eltsov、Vasiliy A. Bakulev

  DOI：10.1016/j.tet.2011.10.110

  日期：2012.1

  1-Trifluoromethyl-substituted 1,3-dicarbonyl compounds are shown to undergo 100% regioselective cyclization in reactions with alkyl and aryl azides to form 4-acyl-5-trifluoromethyl-1,2,3-triazoles. The reaction represents a general method for the synthesis of otherwise difficulty available 4-acyl-5trifluoromethyl-1,2,3-triazoles. The directing role of the trifluoromethyl group is discussed in the light of stepwise and concerted mechanisms for this reaction. (C) 2011 Elsevier Ltd. All rights reserved,