spiro[cyclohexane-4,1'-N-(2-butyl-3-phenylcyclopent-2-enylidene)-4-methylbenzenesulfonamide] | 1085524-12-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: spiro[cyclohexane-4,1'-N-(2-butyl-3-phenylcyclopent-2-enylidene)-4-methylbenzenesulfonamide]
• 英文别名: N-(3-butyl-4-phenylspiro[4.5]dec-3-en-2-ylidene)-4-methylbenzenesulfonamide
• CAS: 1085524-12-4
• 化学式: C₂₇H₃₃NO₂S
• 分子量: 435.631
• InChiKey: BVIXWIKJLNVPAC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  54.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-cyclohexylhept-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 6.0h， 以47%的产率得到spiro[cyclohexane-4,1'-N-(2-butyl-3-phenylcyclopent-2-enylidene)-4-methylbenzenesulfonamide]
  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

文献信息

• 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
  作者：Samuel Suárez-Pantiga、Eduardo Rubio、Carmen Alvarez-Rúa、José M. González

  DOI：10.1021/ol8025523

  日期：2009.1.1

  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.