3-(1,1-Dioxo-4-phenylsulfanyl-2,5-dihydro-1H-1λ⁶-thiophen-2-yl)-propan-1-ol | 197862-43-4

• 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-(1,1-Dioxo-4-phenylsulfanyl-2,5-dihydro-1H-1λ⁶-thiophen-2-yl)-propan-1-ol
• 英文别名: 3-(1,1-dioxo-4-phenylsulfanyl-2,5-dihydrothiophen-2-yl)propan-1-ol
• CAS: 197862-43-4
• 化学式: C₁₃H₁₆O₃S₂
• 分子量: 284.4
• InChiKey: CPQDLQKVIVSMSL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  88
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(1,1-Dioxo-4-phenylsulfanyl-2,5-dihydro-1H-1λ⁶-thiophen-2-yl)-propan-1-ol 在 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 5.25h， 生成 5-(1,1-Dioxo-4-phenylsulfanyl-2,5-dihydro-1H-1λ⁶-thiophen-2-yl)-pent-1-en-3-one
  参考文献：
  名称：

  Intramolecular Diels-Alder Reactions of Thio-Substituted Dienes with Enones

  摘要：

  AbstractThio‐substituted dienes bearing an enone moiety were readily prepared from 3‐sulfolenes, and their intramolecular Diels‐Alder (IMDA) reactions were studied. Octahydronaphthalenones were produced in good yield with high stereoselectivity. Hexahydroindenones were also obtained, but the stereoselectivity was lower.

  DOI：

  10.1002/jccs.199700055
• 作为产物：
  描述：

  4-(Phenylsulfanyl)-2-(prop-2-en-1-yl)-2,5-dihydro-1H-1lambda~6~-thiophene-1,1-dione 在 sodium hydroxide 、 9-borabicyclo[3.3.1]nonane dimer 、 双氧水 作用下， 生成 3-(1,1-Dioxo-4-phenylsulfanyl-2,5-dihydro-1H-1λ⁶-thiophen-2-yl)-propan-1-ol
  参考文献：
  名称：

  Intramolecular Diels-Alder Reactions of Thio-Substituted Dienes with Enones

  摘要：

  AbstractThio‐substituted dienes bearing an enone moiety were readily prepared from 3‐sulfolenes, and their intramolecular Diels‐Alder (IMDA) reactions were studied. Octahydronaphthalenones were produced in good yield with high stereoselectivity. Hexahydroindenones were also obtained, but the stereoselectivity was lower.

  DOI：

  10.1002/jccs.199700055

文献信息

• Intramolecular Diels-Alder Reactions of Thio-Substituted Dienes with Enones
  作者：Shang-Shing P. Chou、Yu-Ju Yu

  DOI：10.1002/jccs.199700055

  日期：1997.8

  AbstractThio‐substituted dienes bearing an enone moiety were readily prepared from 3‐sulfolenes, and their intramolecular Diels‐Alder (IMDA) reactions were studied. Octahydronaphthalenones were produced in good yield with high stereoselectivity. Hexahydroindenones were also obtained, but the stereoselectivity was lower.