3-Phenylsulfanyl-cyclohepta-1,3,5-triene | 318249-19-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 3-Phenylsulfanyl-cyclohepta-1,3,5-triene
• 英文别名: 3-Phenylsulfanylcyclohepta-1,3,5-triene
• CAS: 318249-19-3
• 化学式: C₁₃H₁₂S
• 分子量: 200.304
• InChiKey: XVOLOHQDJIYHFL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-Phenylsulfanyl-cyclohepta-1,3,5-triene 在 Oxone 作用下， 以89%的产率得到3-benzenesulfonyl-1,3,5-cycloheptatriene
  参考文献：
  名称：

  Synthesis and oxidation reactions of cycloheptatrienyl sulfones

  摘要：

  Inexpensive cycloheptatriene is regiospecifically converted to all three phenylsulfonyl substituted cycloheptatrienes. Epoxidation of these materials with achiral reagents is shown to be relatively regiospecific. Reasonable levels of enantiomeric excess (similar to 63,78%) are achieved by Sharpless asymmetric dihydroxylation of a pair of 3-substituted trienes. Crystallization of these sulfones provides the diols in enantiomeric excesses greater than 90%. (C) 2000 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(00)01386-1
• 作为产物：
  描述：

  7-phenylthiocycloheptatriene 在 对苯二酚 作用下， 以 苯 为溶剂， 反应 1.0h， 以46%的产率得到3-Phenylsulfanyl-cyclohepta-1,3,5-triene
  参考文献：
  名称：

  Synthesis and oxidation reactions of cycloheptatrienyl sulfones

  摘要：

  Inexpensive cycloheptatriene is regiospecifically converted to all three phenylsulfonyl substituted cycloheptatrienes. Epoxidation of these materials with achiral reagents is shown to be relatively regiospecific. Reasonable levels of enantiomeric excess (similar to 63,78%) are achieved by Sharpless asymmetric dihydroxylation of a pair of 3-substituted trienes. Crystallization of these sulfones provides the diols in enantiomeric excesses greater than 90%. (C) 2000 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(00)01386-1