3,3-bis(ethylthio)-1-phenyl-2-propen-1-ol | 349449-80-5

• 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: 3,3-bis(ethylthio)-1-phenyl-2-propen-1-ol
• 英文别名: 3,3-Bis(ethylsulfanyl)-1-phenylprop-2-en-1-ol
• CAS: 349449-80-5
• 化学式: C₁₃H₁₈OS₂
• 分子量: 254.417
• InChiKey: FRLDKWUPEGCICT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  70.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,3-bis(ethylthio)-1-phenyl-2-propen-1-ol 在 三氟化硼乙醚 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 生成 1,1,5,5-tetrakis(ethylthio)-3-phenyl-1,4-pentadiene
  参考文献：
  名称：

  Lewis Acid-Promoted Deoxygenative Di[β,β-bis(ethylthio)]vinylation of Aldehydes with Trimethylsilylketene Bis(ethylthio)acetal

  摘要：

  Silylketene dithioacetal 1 reacted with aldehydes 2a-o, 14, or cinnamaldehyde (11) in the presence of Lewis acid to give deoxygenative divinylation products, 3-substituted 1,4-pentadienes 3a-o, 15, or 5-phenyl-1,3,6-heptatriene 13b, in good to moderate yields. Similar reaction with 2-aminobenzaldehyde (16) or salicylaldehyde (17) produced quinoline 19 or chroman 20 in 40-58% yield. Treatment of 1 with a-diketones 22a-c or a-ketoester 24 led to tetrasubstituted furans 23a-c or allylic alcohol 25, respectively, in rather low yields. The formation mechanisms of these products are discussed.

  DOI：

  10.1021/jo010007e
• 作为产物：
  描述：

  3,3-bis(ethylthio)-1-phenylprop-2-en-1-one 在 二异丁基氢化铝 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以92%的产率得到3,3-bis(ethylthio)-1-phenyl-2-propen-1-ol
  参考文献：
  名称：

  Lewis Acid-Promoted Deoxygenative Di[β,β-bis(ethylthio)]vinylation of Aldehydes with Trimethylsilylketene Bis(ethylthio)acetal

  摘要：

  Silylketene dithioacetal 1 reacted with aldehydes 2a-o, 14, or cinnamaldehyde (11) in the presence of Lewis acid to give deoxygenative divinylation products, 3-substituted 1,4-pentadienes 3a-o, 15, or 5-phenyl-1,3,6-heptatriene 13b, in good to moderate yields. Similar reaction with 2-aminobenzaldehyde (16) or salicylaldehyde (17) produced quinoline 19 or chroman 20 in 40-58% yield. Treatment of 1 with a-diketones 22a-c or a-ketoester 24 led to tetrasubstituted furans 23a-c or allylic alcohol 25, respectively, in rather low yields. The formation mechanisms of these products are discussed.

  DOI：

  10.1021/jo010007e