N-(3-methylbut-2-en-1-yl)-N-phenylbut-2-ynamide | 1421845-51-3

• 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-methylbut-2-en-1-yl)-N-phenylbut-2-ynamide
• CAS: 1421845-51-3
• 化学式: C₁₅H₁₇NO
• 分子量: 227.306
• InChiKey: GKFOCEILUDKRSW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.01
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  20.31
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  N-(3-methylbut-2-en-1-yl)-N-phenylbut-2-ynamide 在 palladium on carbon 、 氢气 、 silver trifluoromethanesulfonate 作用下， 以 甲醇 、 硝基甲烷 为溶剂， 80.0 ℃ 、34.47 kPa 条件下， 生成
  参考文献：
  名称：

  Selectivity control by silver catalysts in the cycloisomerization of 1,6-enynes derived from propiolamides

  摘要：

  Silver-catalyzed cycloisomerizations of 1,6-enynes derived from propiolamides led to a selective formation of Alder-ene type 1,4-dienes. Interestingly, AgNTf2 outperformed gold or platinum catalysts in terms of selectivity and reactivity, providing the 1,4-dienes at room temperature. The presence of C(5) carbonyl group in combination with Ag salts is key to the selectivity and the beta-oxo coordinated silver carbenoids were proposed as an intermediate based on the reaction profiles. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.11.067
• 作为产物：
  描述：

  苯胺 在 sodium hydride 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 mineral oil 为溶剂， 反应 29.0h， 生成 N-(3-methylbut-2-en-1-yl)-N-phenylbut-2-ynamide
  参考文献：
  名称：

  Selectivity control by silver catalysts in the cycloisomerization of 1,6-enynes derived from propiolamides

  摘要：

  Silver-catalyzed cycloisomerizations of 1,6-enynes derived from propiolamides led to a selective formation of Alder-ene type 1,4-dienes. Interestingly, AgNTf2 outperformed gold or platinum catalysts in terms of selectivity and reactivity, providing the 1,4-dienes at room temperature. The presence of C(5) carbonyl group in combination with Ag salts is key to the selectivity and the beta-oxo coordinated silver carbenoids were proposed as an intermediate based on the reaction profiles. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.11.067