N-(1-(4-methoxyphenyl)-2-methylenebut-3-en-1-yl)-4-methylbenzenesulfonamide | 1337986-31-8

• 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-(1-(4-methoxyphenyl)-2-methylenebut-3-en-1-yl)-4-methylbenzenesulfonamide
• 英文别名: N-[1-(4-methoxyphenyl)-2-methylidenebut-3-enyl]-4-methylbenzenesulfonamide
• CAS: 1337986-31-8
• 化学式: C₁₉H₂₁NO₃S
• 分子量: 343.447
• InChiKey: YDELZSGXSJDRKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  63.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-(1-(4-methoxyphenyl)-2-((trimethylsilyl)methyl)buta-2,3-dien-1-yl)-4-methyl benzenesulfonamide 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以84%的产率得到N-(1-(4-methoxyphenyl)-2-methylenebut-3-en-1-yl)-4-methylbenzenesulfonamide
  参考文献：
  名称：

  Synthesis of 2-amino-1,3-dienes by chromium-catalyzed addition of silylated propargyl bromides to imines

  摘要：

  (Silyl)methylallenic amines were synthesized by the chromium-catalyzed addition of (4-bromobutynyl) trimethylsilane to tosyl imines. Regioisomeric mixtures of the desired allene and the corresponding alkyne were obtained. Allenic imines were then treated with TBAF to afford 2-aminomethyl-1,3-dienes in good yields (62-92%). In the presence of a Lewis acid, silylallenic imines were added to benzaldehyde dimethylacetal to give highly functionalized dienes with excellent yields and good to excellent di-astereomeric ratios. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.08.010

文献信息

• Synthesis of 2-amino-1,3-dienes by chromium-catalyzed addition of silylated propargyl bromides to imines
  作者：María Durán-Galván、Brian T. Connell

  DOI：10.1016/j.tet.2011.08.010

  日期：2011.10

  (Silyl)methylallenic amines were synthesized by the chromium-catalyzed addition of (4-bromobutynyl) trimethylsilane to tosyl imines. Regioisomeric mixtures of the desired allene and the corresponding alkyne were obtained. Allenic imines were then treated with TBAF to afford 2-aminomethyl-1,3-dienes in good yields (62-92%). In the presence of a Lewis acid, silylallenic imines were added to benzaldehyde dimethylacetal to give highly functionalized dienes with excellent yields and good to excellent di-astereomeric ratios. (C) 2011 Elsevier Ltd. All rights reserved.