1-(4-(4,4,4-trifluorobut-1-ynyl)phenyl)ethanone | 1421680-95-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4-(4,4,4-trifluorobut-1-ynyl)phenyl)ethanone
• 英文别名: 1-[4-(4,4,4-Trifluorobut-1-ynyl)phenyl]ethanone；1-[4-(4,4,4-trifluorobut-1-ynyl)phenyl]ethanone
• CAS: 1421680-95-6
• 化学式: C₁₂H₉F₃O
• 分子量: 226.198
• InChiKey: CUUDYAPQUHPRLN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4'-(2-trimethylsilylethynyl)acetophenone 在 三乙烯二胺 、 tris-(dibenzylideneacetone)dipalladium(0) 、 双(2-二苯基磷苯基)醚 、 sodium hydroxide 作用下， 以 甲醇 、 乙醚 、 甲苯 为溶剂， 反应 24.17h， 生成 1-(4-(4,4,4-trifluorobut-1-ynyl)phenyl)ethanone
  参考文献：
  名称：

  Palladium-Catalyzed Trifluoroethylation of Terminal Alkynes with 1,1,1-Trifluoro-2-iodoethane

  摘要：

  An efficient C-sp-CH2CF3 bond-forming reaction via Pd-catalyzed 2,2,2-trifluoroethylation of aryl and alkyl terminal alkynes has been developed. This protocol proceeds under mild conditions using the readily available and cheap reagent CF3CH2I as the source of the CH2CF3 group. Various terminal aryl alkynes as well as alkylacetylenes can be transformed Into the corresponding trifluoroethylated products In good-to-excellent yields. The method is tolerant of carbonyl, nitro, ester, cyano, and even formyl groups.

  DOI：

  10.1021/ol400099h

文献信息

• Palladium-Catalyzed Decarboxylative Trifluoroethylation of Aryl Alkynyl Carboxylic Acids
  作者：Jinil Hwang、Kyungho Park、Juseok Choe、Hongkeun Min、Kwang Ho Song、Sunwoo Lee

  DOI：10.1021/jo5003032

  日期：2014.4.4

  A trifluoroethylation of alkynes through a palladium-catalyzed decarboxylative coupling reaction was developed. When alkynyl carboxylic acids and ICH2CF3 were allowed to react with [Pd(η3-allyl)Cl]2/XantPhos and Cs2CO3 in N,N-dimethylformamide (DMF) at 80 °C for 1 h, the desired products were formed in good yields. This catalytic system showed high functional group tolerance.

  通过钯催化的脱羧偶联反应，开发了炔烃的三氟乙基化反应。当炔基羧酸和ICH 2 CF 3被允许通过[加入Pd（η反应3 -烯丙基）CL] 2 / XANTPHOS和Cs 2 CO 3在Ñ，Ñ在80二甲基甲酰胺（DMF）℃下反应1个小时后，将所需产物以高收率形成。该催化体系显示出高的官能团耐受性。
• Copper-Catalyzed Decarboxylative Trifluoromethylation of Propargyl Bromodifluoroacetates
  作者：Ryan Altman、Brett Ambler、Santosh Peddi

  DOI：10.1055/s-0033-1339128

  日期：——

  The development of efficient methods for accessing fluorinated functional groups is desirable. Herein, we report a two-step method that utilizes catalytic copper for the decarboxylative trifluoromethylation of propargyl bromodifluoroacetates is described. This protocol affords a mixture of propargyl trifluoromethanes and trifluoromethyl allenes.