(S)-phenyl(1-(3-(trifluoromethyl)phenyl)allyl)sulfane | 1252096-92-6

• 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: (S)-phenyl(1-(3-(trifluoromethyl)phenyl)allyl)sulfane
• 英文别名: 1-[(1S)-1-phenylsulfanylprop-2-enyl]-3-(trifluoromethyl)benzene
• CAS: 1252096-92-6
• 化学式: C₁₆H₁₃F₃S
• 分子量: 294.34
• InChiKey: ZZBOOZLKHWONJH-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  methyl 3-[3-(trifluoromethyl)phenyl]prop-2-enyl carbonate 、 sodium thiophenolate 在 N,N-Bis((R)-1-phenylethyl)dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-amine 、 bis(1,5-cyclooctadiene)diiridium(I) dichloride 、 cesium fluoride 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以69%的产率得到(S)-phenyl(1-(3-(trifluoromethyl)phenyl)allyl)sulfane
  参考文献：
  名称：

  Regio- and Enantioselective Iridium-Catalyzed Allylation of Thiophenol: Synthesis of Enantiopure Allyl Phenyl Sulfides

  摘要：

  A highly regio- and enantioselective allylic alkylation of sodium thiophenoxide has been realized by [Ir(COD)CI](2)/phosphoramidite along with CsF as an additive, producing highly enantioenriched allyl phenyl sulfide compounds with up to 99% ee.

  DOI：

  10.1021/ol101915b

文献信息

• Regio- and Enantioselective Iridium-Catalyzed Allylation of Thiophenol: Synthesis of Enantiopure Allyl Phenyl Sulfides
  作者：Shengcai Zheng、Ning Gao、Wei Liu、Dongge Liu、Xiaoming Zhao、Theodore Cohen

  DOI：10.1021/ol101915b

  日期：2010.10.15

  A highly regio- and enantioselective allylic alkylation of sodium thiophenoxide has been realized by [Ir(COD)CI](2)/phosphoramidite along with CsF as an additive, producing highly enantioenriched allyl phenyl sulfide compounds with up to 99% ee.