hex-5-enyl N,N-dimethylcarbamate | 1415585-69-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: hex-5-enyl N,N-dimethylcarbamate
• CAS: 1415585-69-1
• 化学式: C₉H₁₇NO₂
• 分子量: 171.239
• InChiKey: YPCXQYDUELTFSR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  三氟碘甲烷 、 hex-5-enyl N,N-dimethylcarbamate 在 tris(1,10-phenanthroline)ruthenium(II) dichloride 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙腈 为溶剂， 以80%的产率得到(E)-7,7,7-trifluorohept-5-en-1-yl dimethylcarbamate
  参考文献：
  名称：

  Trifluoromethylation of Alkenes by Visible Light Photoredox Catalysis

  摘要：

  A method for trifluoromethylation of alkenes has been developed employing visible light photoredox catalysis with CF3I, Ru(Phen)(3)Cl-2, and DBU. This process works especially well for terminal alkenes to give alkenyl-CF3 products with only E-stereochemistry. The mild reaction conditions enable the trifluoromethylation of a range of alkenes that bear various functional groups.

  DOI：

  10.1021/jo3022346

文献信息

• Metal-Free Visible-Light Radical Iodoperfluoroalkylation of Terminal Alkenes and Alkynes
  作者：Tomoko Yajima、Mako Ikegami

  DOI：10.1002/ejoc.201700077

  日期：2017.4.18

  iodoperfluoroalkylation of unactivated terminal alkenes and alkynes was explored. This process was found to be effective for the simultaneous introduction of iodide and various perfluoroalkyl groups (including difluoroacetate) to alkenes and alkynes possessing a variety of functional groups. A possible reaction mechanism is proposed. This reaction provides a new, metal-free, green method for the synthesis of perfluoroalkylated

  探索了有机染料催化的可见光诱导的未活化末端烯烃和炔烃的碘全氟烷基化反应。发现该方法可有效地将碘化物和各种全氟烷基（包括二氟乙酸酯）同时引入具有各种官能团的烯烃和炔烃。提出了一种可能的反应机理。该反应为合成全氟烷基化化合物提供了一种新的、不含金属的、绿色的方法。
• Metal-Free Visible Light Hydroperfluoroalkylation of Unactivated Alkenes Using Perfluoroalkyl Bromides
  作者：Tomoko Yajima、Satsuki Shigenaga

  DOI：10.1021/acs.orglett.8b03596

  日期：2019.1.4

  Organic dye-catalyzed visible light induced hydroperfluoroalkylation of unactivated alkenes is described. Hydroperfluoroalkylation proceeds selectively and is applicable for various perfluoroalkyl bromide and alkenes including internal alkenes. The reaction mechanism is discussed, and it is shown that the hydrogen source varies with reaction conditions.