4-benzylamino-2-trifluoromethyl-3-phenylsulfonylbut-1-ene | 1409954-47-7

• 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: 4-benzylamino-2-trifluoromethyl-3-phenylsulfonylbut-1-ene
• CAS: 1409954-47-7
• 化学式: C₁₈H₁₈F₃NO₂S
• 分子量: 369.408
• InChiKey: TZVRPQBHGPSTEA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.74
• 重原子数：
  25.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  46.17
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-benzylamino-2-trifluoromethyl-3-phenylsulfonylbut-1-ene 在 二异丙胺 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 生成 4-ethoxy-2-trifluoromethyl-3-phenylsulfonylbut-1-ene
  参考文献：
  名称：

  Regioselective addition reactions of 3-phenylsulfonyl-2-trifluoromethyl-1,3-butadiene with nucleophiles

  摘要：

  Reactions of 3-phenylsulfonyl-2-trifluoromethyl-1,3-butadiene (1) with heteroatom nucleophiles such as pri-amines, pri-alcohols, and thiols afforded the addition products 2, 3, and 5 regioselectively formed via addition of nucleophiles toward double bond attaching phenylsulfonyl group. Cyclization of 2a in 2,2,2-trifluoroethanol at 60 degrees C for 2 h gave pyrrolidine 4a in good yield. Similarly, compound 1 was also reacted with diethylmalonate in the presence of NaH to give addition product 7 in good yield. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2012.06.014
• 作为产物：
  描述：

  3-phenylsulfonyl-2-trifluoromethyl-1,3-butadiene 、 苄胺 以 二氯甲烷 、 叔丁醇 为溶剂， 反应 0.5h， 以97%的产率得到4-benzylamino-2-trifluoromethyl-3-phenylsulfonylbut-1-ene
  参考文献：
  名称：

  Regioselective addition reactions of 3-phenylsulfonyl-2-trifluoromethyl-1,3-butadiene with nucleophiles

  摘要：

  Reactions of 3-phenylsulfonyl-2-trifluoromethyl-1,3-butadiene (1) with heteroatom nucleophiles such as pri-amines, pri-alcohols, and thiols afforded the addition products 2, 3, and 5 regioselectively formed via addition of nucleophiles toward double bond attaching phenylsulfonyl group. Cyclization of 2a in 2,2,2-trifluoroethanol at 60 degrees C for 2 h gave pyrrolidine 4a in good yield. Similarly, compound 1 was also reacted with diethylmalonate in the presence of NaH to give addition product 7 in good yield. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2012.06.014