1-(1-methylcyclopentyl)but-2-ynyl 4-methylbenzenesulfonate | 1085523-99-4

• 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: 1-(1-methylcyclopentyl)but-2-ynyl 4-methylbenzenesulfonate
• CAS: 1085523-99-4
• 化学式: C₁₇H₂₂O₃S
• 分子量: 306.426
• InChiKey: JISMLZCLXIFKCL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.67
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  43.37
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1-(1-methylcyclopentyl)but-2-ynyl 4-methylbenzenesulfonate 、 N-亚苄基-4-甲基苯磺酰胺 在 silver tetrafluoroborate 、 1,3-双(2,6-二-异丙基苯基)咪唑-2-亚基金(I)氯化物 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 以88%的产率得到N-((3aRS,7aSR)-3a,4,5,6,7,7a-hexahydro-2,3a-dimethyl-3-phenylinden-1-ylidene)-4-methylbenzensulfonamide
  参考文献：
  名称：

  Intermolecular Reaction of Internal Alkynes and Imines: Propargyl Tosylates as Key Partners in a Gold-Catalyzed [4 + 1] Unusual Cyclization Leading to Cyclopent-2-enimines

  摘要：

  Propargyl tosylates react with N-tosylaidimines to afford cyclopent-2-enimines in a gold-catalyzed process that involves a deep reorganization of both substrates. The formal [4 + 1] cyclization Is initiated by a 1,2-migration of the tosylate that eventually generates a substituted 1,3-diene, Subsequent Interaction with the Imine launches a series of reaction steps prior to a Nazarov-like cyclization to yield the final product.

  DOI：

  10.1021/ol8025523
• 作为产物：
  描述：

  1-(1-methylcyclopentyl)but-2-yn-1-ol 、 对甲苯磺酰氯 在 三甲胺盐酸盐 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 1-(1-methylcyclopentyl)but-2-ynyl 4-methylbenzenesulfonate
  参考文献：
  名称：

  Intermolecular Reaction of Internal Alkynes and Imines: Propargyl Tosylates as Key Partners in a Gold-Catalyzed [4 + 1] Unusual Cyclization Leading to Cyclopent-2-enimines

  摘要：

  Propargyl tosylates react with N-tosylaidimines to afford cyclopent-2-enimines in a gold-catalyzed process that involves a deep reorganization of both substrates. The formal [4 + 1] cyclization Is initiated by a 1,2-migration of the tosylate that eventually generates a substituted 1,3-diene, Subsequent Interaction with the Imine launches a series of reaction steps prior to a Nazarov-like cyclization to yield the final product.

  DOI：

  10.1021/ol8025523