2-(E)-4-(Z)-5-phenyl-4-(p-tolylsulfinyl)penta-2,4-dien-1-ol | 637007-49-9

• 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: 2-(E)-4-(Z)-5-phenyl-4-(p-tolylsulfinyl)penta-2,4-dien-1-ol
• 英文别名: (2E,4Z)-4-(4-methylphenyl)sulfinyl-5-phenylpenta-2,4-dien-1-ol
• CAS: 637007-49-9
• 化学式: C₁₈H₁₈O₂S
• 分子量: 298.406
• InChiKey: FDGCIBOUMOVCIW-DYGKFFPWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  56.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(E)-4-(Z)-5-phenyl-4-(p-tolylsulfinyl)penta-2,4-dien-1-ol 、 4,4-bis(phenylsulfonyl)-1-butyne 在 diisopropyl azodicarboxylate 、 三苯基膦 作用下， 以 四氢呋喃 、 氘代苯 为溶剂， 反应 4.5h， 以90%的产率得到(+/-)-(3aR,6S,S(S))-2,2-bis-benzenesulfonyl-6-phenyl-5-(p-tolylsulfinyl)-2,3,3a,6-tetrahydro-1H-indene
  参考文献：
  名称：

  Sulfoxide-Directed Intramolecular [4 + 2] Cycloadditions between 2-Sulfinyl Butadienes and Unactivated Alkynes

  摘要：

  Sulfinyl dienynes undergo thermal and catalyzed IMDA cycloadditions, often at room temperature, to produce cyclohexa-1,4-dienes with good yields and high selectivities. Additionally, the products preserve a synthetically useful vinyl sulfoxide functionality. The selective manipulation of the double bonds in the cycloadducts has also been examined in this work.

  DOI：

  10.1021/jo9024489

文献信息

• Sulfoxide-Directed Intramolecular [4 + 2] Cycloadditions between 2-Sulfinyl Butadienes and Unactivated Alkynes
  作者：Roberto Fernández de la Pradilla、Mariola Tortosa、Esther Castellanos、Alma Viso、Raquel Baile

  DOI：10.1021/jo9024489

  日期：2010.3.5

  Sulfinyl dienynes undergo thermal and catalyzed IMDA cycloadditions, often at room temperature, to produce cyclohexa-1,4-dienes with good yields and high selectivities. Additionally, the products preserve a synthetically useful vinyl sulfoxide functionality. The selective manipulation of the double bonds in the cycloadducts has also been examined in this work.