(2E)-N-(5,5,5-trifluoro-4-hydroxy-4-methyl-2-pentenyl)-N-(2-propynyl)tosylamide | 384836-10-6

• 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: (2E)-N-(5,5,5-trifluoro-4-hydroxy-4-methyl-2-pentenyl)-N-(2-propynyl)tosylamide
• 英文别名: 4-methyl-N-prop-2-ynyl-N-[(E)-5,5,5-trifluoro-4-hydroxy-4-methylpent-2-enyl]benzenesulfonamide
• CAS: 384836-10-6
• 化学式: C₁₆H₁₈F₃NO₃S
• 分子量: 361.385
• InChiKey: XOSMCWCJICDXAR-BJMVGYQFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  24
• 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：
  66
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (2E)-N-(5,5,5-trifluoro-4-hydroxy-4-methyl-2-pentenyl)-N-(2-propynyl)tosylamide 、 alkaline earth salt of/the/ methylsulfuric acid 在 N-甲基吲哚酮 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以34%的产率得到4-(2,2,2-trifluoro-1-hydroxy-1-methylethyl)-2-tosyl-2,3,3a,4-tetrahydro-1H-cyclopenta[c]pyrrol-5-one
  参考文献：
  名称：

  Scope and limitation of intramolecular Pauson–Khand reaction of fluorine-containing enynes

  摘要：

  Intramolecular Pauson-Khand reaction of various fluorine-containing enynes was investigated under various conditions. The reaction of the substrates. which have fluorine atom(s) or fluorine-containing group(s) attached to alkenyl moiety, gave the corresponding cyclopentenones in low to moderate yield, while that of the substrates bearing fluorine-containing groups attached to alkynyl moiety afforded the corresponding cyclopentenones in low to high yield. (C) 2001 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-1139(01)00436-5
• 作为产物：
  描述：

  4-Methyl-N-(2-oxoethyl)-N-(prop-2-yn-1-yl)benzenesulfonamide 在 cesium fluoride 作用下， 以 乙二醇二甲醚 、 苯 为溶剂， 反应 4.0h， 生成 (2E)-N-(5,5,5-trifluoro-4-hydroxy-4-methyl-2-pentenyl)-N-(2-propynyl)tosylamide
  参考文献：
  名称：

  Scope and limitation of intramolecular Pauson–Khand reaction of fluorine-containing enynes

  摘要：

  Intramolecular Pauson-Khand reaction of various fluorine-containing enynes was investigated under various conditions. The reaction of the substrates. which have fluorine atom(s) or fluorine-containing group(s) attached to alkenyl moiety, gave the corresponding cyclopentenones in low to moderate yield, while that of the substrates bearing fluorine-containing groups attached to alkynyl moiety afforded the corresponding cyclopentenones in low to high yield. (C) 2001 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-1139(01)00436-5

文献信息

• Scope and limitation of intramolecular Pauson–Khand reaction of fluorine-containing enynes
  作者：Miyuki Ishizaki、Daisuke Suzuki、Osamu Hoshino

  DOI：10.1016/s0022-1139(01)00436-5

  日期：2001.9

  Intramolecular Pauson-Khand reaction of various fluorine-containing enynes was investigated under various conditions. The reaction of the substrates. which have fluorine atom(s) or fluorine-containing group(s) attached to alkenyl moiety, gave the corresponding cyclopentenones in low to moderate yield, while that of the substrates bearing fluorine-containing groups attached to alkynyl moiety afforded the corresponding cyclopentenones in low to high yield. (C) 2001 Elsevier Science B.V. All rights reserved.