N-(3,3-difluoro-2-propenyl)-N-(2-propynyl)tosylamide | 384836-05-9

• 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: N-(3,3-difluoro-2-propenyl)-N-(2-propynyl)tosylamide
• CAS: 384836-05-9
• 化学式: C₁₃H₁₃F₂NO₂S
• 分子量: 285.315
• InChiKey: ZDXADIMWUCUTKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  19.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  37.38
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  N-(3,3-difluoro-2-propenyl)-N-(2-propynyl)tosylamide 在 红铝 作用下， 以 甲苯 、 苯 为溶剂， 反应 3.0h， 以34%的产率得到N-(3-fluoro-2-propenyl)-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
• 作为产物：
  描述：

  二溴二氟甲烷 、 4-Methyl-N-(2-oxoethyl)-N-(prop-2-yn-1-yl)benzenesulfonamide 在 三苯基膦 、 锌 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 2.0h， 以50%的产率得到N-(3,3-difluoro-2-propenyl)-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

• Nickel-Catalyzed Hydrosilylation/Cyclization of Difluoro-Substituted 1,6-Enynes
  作者：Manabu Takachi、Naoto Chatani

  DOI：10.1021/ol102019w

  日期：2010.11.19

  Ni-catalyzed hydrosilylative cyclization of difluoro-substituted 1,6-enynes can be carried out. The presence of a geminal-difluoromethylene group at an alkene terminus in enynes is essential for the reaction to proceed.