3-hydroxy-4-(2-naphthylsulfanyl)-2-pyrone | 881171-83-1

• 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-hydroxy-4-(2-naphthylsulfanyl)-2-pyrone
• 英文别名: 3-Hydroxy-4-naphthalen-2-ylsulfanylpyran-2-one；3-hydroxy-4-naphthalen-2-ylsulfanylpyran-2-one
• CAS: 881171-83-1
• 化学式: C₁₅H₁₀O₃S
• 分子量: 270.309
• InChiKey: JUVQOINJVPUBEZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  71.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-hydroxy-4-(2-naphthylsulfanyl)-2-pyrone 、 丁炔二酸二甲酯 在 三乙胺 作用下， 以 氯仿 为溶剂， 反应 2.0h， 以81%的产率得到dimethyl 3-hydroxy-4-(2-naphthylthio)phthalate
  参考文献：
  名称：

  Synthesis of 4‐Arylthio‐3‐hydroxyphthalate by the Diels–Alder Reactionof 4‐Arylthio‐3‐hydroxy‐2‐pyrone

  摘要：

  Treatment of 4-arylthio-3-hydroxy-2-pyrones with acetylenedicarboxylates gave 4-arylthio-3-hydroxyphthalates by the base-catalyzed Diels-Alder reaction via a decarboxylation in good yields.

  DOI：

  10.1080/00397910601055016
• 作为产物：
  描述：

  methyl 2-chloro-3-(2,2-dimethyl-1,3-dioxolan-4-yl)oxirane-2-carboxylate 、 sodium 2-naphthalenethiolate 以 甲醇 为溶剂， 反应 1.0h， 以91%的产率得到3-hydroxy-4-(2-naphthylsulfanyl)-2-pyrone
  参考文献：
  名称：

  Novel Synthesis of 4-Arylsulfenyl-3-hydroxy-2-pyrone: One Pot Substitution-Rearrangement-Cyclization Reaction of Acetonide Protected 4,5-Dihydroxy-2-chloroglycidic Ester by Sodium Arylthiolate

  摘要：

  DOI：

  10.3987/com-05-s(k)60

文献信息

• One‐Pot Synthesis of 2‐Arylthio‐2‐cyclohexenone Derivatives by the Diels–Alder Reaction of 4‐Arylthio‐3‐hydroxy‐2‐pyrones
  作者：Takuzo Komiyama、Yutaka Takaguchi、Sadao Tsuboi

  DOI：10.1080/00397910701392434

  日期：2007.7.1

  The base-catalyzed Diels-Alder reactions of 4-arylthio-3- hydroxy-2-pyrones are reported. Treatment of 4-arylthio-3- hydroxy-2-pyrones and dienophiles with triethylamine gave 2-arylthio-2-cyclohexenone derivatives by the Diels-Alder reaction involving a decarboxylation in excellent to reasonable yields.
• Novel Synthesis of 4-Arylsulfenyl-3-hydroxy-2-pyrone: One Pot Substitution-Rearrangement-Cyclization Reaction of Acetonide Protected 4,5-Dihydroxy-2-chloroglycidic Ester by Sodium Arylthiolate
  作者：Sadao Tsuboi、Takuzo Komiyama、Yutaka Takaguchi

  DOI：10.3987/com-05-s(k)60

  日期：——
• Synthesis of 4‐Arylthio‐3‐hydroxyphthalate by the Diels–Alder Reactionof 4‐Arylthio‐3‐hydroxy‐2‐pyrone
  作者：Takuzo Komiyama、Yutaka Takaguchi、Sadao Tsuboi

  DOI：10.1080/00397910601055016

  日期：2007.3

  Treatment of 4-arylthio-3-hydroxy-2-pyrones with acetylenedicarboxylates gave 4-arylthio-3-hydroxyphthalates by the base-catalyzed Diels-Alder reaction via a decarboxylation in good yields.