3-phenylsulfonyl-2-trifluoromethyl-1,3-butadiene | 1409954-59-1

• 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: 3-phenylsulfonyl-2-trifluoromethyl-1,3-butadiene
• CAS: 1409954-59-1
• 化学式: C₁₁H₉F₃O₂S
• 分子量: 262.252
• InChiKey: XREGXFUNLRFBGS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.09
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  34.14
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  仲丁胺 、 3-phenylsulfonyl-2-trifluoromethyl-1,3-butadiene 以 二氯甲烷 、 叔丁醇 为溶剂， 反应 0.5h， 以83%的产率得到4-s-butylamino-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：

  2,2,2-三氟乙醇 、 4-benzylamino-2-trifluoromethyl-3-phenylsulfonylbut-1-ene 反应 2.0h， 以71%的产率得到N-benzyl-3-trifluoromethyl-4-phenylsulfonylpyrrolidine
  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