5,5,5-trifluoropent-3-yn-1yl benzoate | 1374226-85-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5,5,5-trifluoropent-3-yn-1yl benzoate
• 英文别名: 5,5,5-trifluoropent-3-ynyl benzoate；5,5,5-Trifluoropent-3-ynyl benzoate
• CAS: 1374226-85-3
• 化学式: C₁₂H₉F₃O₂
• 分子量: 242.197
• InChiKey: VLJXECWLBGTQLU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5,5,5-trifluoropent-3-yn-1yl benzoate 在 氯[2-(二叔丁基磷)二苯基]金 、 水 、 silver trifluoromethanesulfonate 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 以78%的产率得到
  参考文献：
  名称：

  Regioselective Gold-Catalyzed Hydration of CF₃- and SF₅-alkynes

  摘要：

  The regioselective gold-catalyzed hydration of CF3- and SF5-alkynes is described. The corresponding trifluoromethylated and pentasulfanylated ketones are obtained in up to 91% yield as single regioisomers showcasing the use of CF3 and SF5 as highly efficient directing groups in this reaction. Notably, this transformation represents the first use of CF3- and SF5-alkynes in gold catalysis.

  DOI：

  10.1021/acs.orglett.9b01379
• 作为产物：
  描述：

  苯甲酰氯 在 copper(l) iodide 、 四甲基乙二胺 、 potassium carbonate 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 43.5h， 生成 5,5,5-trifluoropent-3-yn-1yl benzoate
  参考文献：
  名称：

  Regioselective Gold-Catalyzed Hydration of CF₃- and SF₅-alkynes

  摘要：

  The regioselective gold-catalyzed hydration of CF3- and SF5-alkynes is described. The corresponding trifluoromethylated and pentasulfanylated ketones are obtained in up to 91% yield as single regioisomers showcasing the use of CF3 and SF5 as highly efficient directing groups in this reaction. Notably, this transformation represents the first use of CF3- and SF5-alkynes in gold catalysis.

  DOI：

  10.1021/acs.orglett.9b01379

文献信息

• Selective synthesis of trisubstituted (trifluoromethyl)alkenes via ligand-free Cu-catalyzed syn hydroarylation, hydroalkenylation and hydroallylation of (trifluoromethyl)alkynes
  作者：Y. Yamamoto、E. Ohkubo、M. Shibuya

  DOI：10.1039/c6gc01782g

  日期：——

  In the presence of catalytic amounts of Cu(OAc)2, the hydroarylation of (trifluoromethyl)alkynes with arylboronic acids proceeded in MeOH at 28 [degree]C to afford diverse [small beta]-(trifluoromethyl)styrenes. Moreover, the hydroalkenylation and hydroallylation...

  在催化量的Cu（OAc）2存在下，（三氟甲基）炔烃与芳基硼酸的氢芳基化在MeOH中于28℃进行，得到各种β-（三氟甲基）苯乙烯。此外，加氢烯基化和加氢烷基化...
• Copper-catalyzed trifluoromethylation of terminal alkynes using Umemoto’s reagent
  作者：Dong-Fen Luo、Jun Xu、Yao Fu、Qing-Xiang Guo

  DOI：10.1016/j.tetlet.2012.03.107

  日期：2012.5

  A copper-catalyzed method for trifluoromethylation of terminal alkynes with Umemoto's reagent has been developed. The reaction is conducted at room temperature and shows good tolerance to a variety of functional groups. (C) 2012 Published by Elsevier Ltd.
• Regioselective Gold-Catalyzed Hydration of CF₃- and SF₅-alkynes
  作者：Mélissa Cloutier、Majdouline Roudias、Jean-François Paquin

  DOI：10.1021/acs.orglett.9b01379

  日期：2019.5.17

  The regioselective gold-catalyzed hydration of CF3- and SF5-alkynes is described. The corresponding trifluoromethylated and pentasulfanylated ketones are obtained in up to 91% yield as single regioisomers showcasing the use of CF3 and SF5 as highly efficient directing groups in this reaction. Notably, this transformation represents the first use of CF3- and SF5-alkynes in gold catalysis.