N-(2-iodophenyl)-N-(2-trimethylsilylethoxymethyl)prop-2-ynamide | 952044-17-6

• 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: N-(2-iodophenyl)-N-(2-trimethylsilylethoxymethyl)prop-2-ynamide
• CAS: 952044-17-6
• 化学式: C₁₅H₂₀INO₂Si
• 分子量: 401.319
• InChiKey: UJWDWEYSLQWSST-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.57
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-2-(3',4',5'-trimethoxyphenyl)vinylboronic acid 、 N-(2-iodophenyl)-N-(2-trimethylsilylethoxymethyl)prop-2-ynamide 在 palladium diacetate sodium hydroxide 、 三苯基膦 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 0.5h， 生成 (3E)-3-[(E)-3-(3,4,5-trimethoxyphenyl)prop-2-enylidene]-1-(2-trimethylsilylethoxymethyl)indol-2-one 、
  参考文献：
  名称：

  Tandem Heck–Suzuki–Miyaura reaction: Application to the synthesis of constrained analogues of combretastatin A-4

  摘要：

  A series of compounds related to combretastatin A-4 has been synthesized by a tandem Heck-carbocyclization/Suzuki coupling process. From various alkynamides and 3,4,5-trimethoxyphenyl boronic acid or the corresponding styryl derivative, (E)-3-arylmethyleneoxindoles (type I) and (EE)-3-alkylideneoxindoles (type II) were efficiently obtained in a stereoselective manner. Factors influencing yield and stereoselectivity are detailed. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.06.129
• 作为产物：
  描述：

  2-碘苯胺 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 为溶剂， 生成 N-(2-iodophenyl)-N-(2-trimethylsilylethoxymethyl)prop-2-ynamide
  参考文献：
  名称：

  Tandem Heck–Suzuki–Miyaura reaction: Application to the synthesis of constrained analogues of combretastatin A-4

  摘要：

  A series of compounds related to combretastatin A-4 has been synthesized by a tandem Heck-carbocyclization/Suzuki coupling process. From various alkynamides and 3,4,5-trimethoxyphenyl boronic acid or the corresponding styryl derivative, (E)-3-arylmethyleneoxindoles (type I) and (EE)-3-alkylideneoxindoles (type II) were efficiently obtained in a stereoselective manner. Factors influencing yield and stereoselectivity are detailed. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.06.129