6,6,6-trifluorohex-3-ynyl 4-chlorobenzoate | 1421681-06-2

• 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: 6,6,6-trifluorohex-3-ynyl 4-chlorobenzoate
• 英文别名: 6,6,6-Trifluorohex-3-ynyl 4-chlorobenzoate
• CAS: 1421681-06-2
• 化学式: C₁₃H₁₀ClF₃O₂
• 分子量: 290.669
• InChiKey: XZYCEEXVXYXELN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-氯苯甲酰氯 在 三乙烯二胺 、 tris-(dibenzylideneacetone)dipalladium(0) 、 三乙胺 、 双(2-二苯基磷苯基)醚 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 40.0h， 生成 6,6,6-trifluorohex-3-ynyl 4-chlorobenzoate
  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 Trifluoroethylation of Terminal Alkynes with 1,1,1-Trifluoro-2-iodoethane
  作者：Yi-Si Feng、Chuan-Qi Xie、Wen-Long Qiao、Hua-Jian Xu

  DOI：10.1021/ol400099h

  日期：2013.2.15

  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.