N-(2-butyl-4,4,5-trimethyl-3-(4-chlorophenyl)cyclopent-2-enylidene)-4-methylbenzensulfonamide | 1085524-03-3

• 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: N-(2-butyl-4,4,5-trimethyl-3-(4-chlorophenyl)cyclopent-2-enylidene)-4-methylbenzensulfonamide
• 英文别名: N-[2-butyl-3-(4-chlorophenyl)-4,4,5-trimethylcyclopent-2-en-1-ylidene]-4-methylbenzenesulfonamide
• CAS: 1085524-03-3
• 化学式: C₂₅H₃₀ClNO₂S
• 分子量: 444.038
• InChiKey: JPHWZPADLBKWIK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 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：

  2,2-dimethylnon-4-yn-3-yl 4-methylbenzenesulfonate 、 N-(4-氯苯亚甲基)-4-甲苯磺酰胺 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 7.0h， 以64%的产率得到N-(2-butyl-4,4,5-trimethyl-3-(4-chlorophenyl)cyclopent-2-enylidene)-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

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.