4-methyl-N-[(4-propan-2-yloxyphenyl)methylideneamino]benzenesulfonamide | 610265-50-4

• 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: 4-methyl-N-[(4-propan-2-yloxyphenyl)methylideneamino]benzenesulfonamide
• CAS: 610265-50-4
• 化学式: C₁₇H₂₀N₂O₃S
• 分子量: 332.423
• InChiKey: NUAXILQTEBFTEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  76.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-methyl-N-[(4-propan-2-yloxyphenyl)methylideneamino]benzenesulfonamide 、 8-乙酰基喹啉 在 Wilkinson's catalyst 、 caesium carbonate 、 silver(l) oxide 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 反应 48.0h， 以78%的产率得到
  参考文献：
  名称：

  Rh(I)-Catalyzed Carbon-Carbon Double-Bond Formation by Coupling of (Quinolin-8-yl)methanone with Arylaldehyde Tosylhydrazone

  摘要：

  An alternative method for the direct arylvinylation of (quinolin-8-yl)methanone with substituted N'-benzylidene-4-methylbenzenesulfonohydrazide is described. The desired 3-aryl-1(quinolin-8-yl)prop-2-en-1-one products are obtained in high yields through the catalytic reaction of (quinolin-8-yl) methanone and N'-arylidene-4-methylbenzenesulfonohydrazide (2 equiv) with [Rh(PPh3)(3)Cl] (10 mol%), Ag2O (0.5 equiv), and Cs2CO3 (2 equiv) at 130 degrees C for 48 hours. Two plausible mechanisms involving C-H activation and migratory insertion of the carbene into the rhodium-carbon bond were proposed to explain the formation of the product.

  DOI：

  10.1055/s-0033-1339316

文献信息

• Rh(I)-Catalyzed Carbon-Carbon Double-Bond Formation by Coupling of (Quinolin-8-yl)methanone with Arylaldehyde Tosylhydrazone
  作者：Jianhui Wang、Yexia Zhang、Jingjing Wang

  DOI：10.1055/s-0033-1339316

  日期：——

  An alternative method for the direct arylvinylation of (quinolin-8-yl)methanone with substituted N'-benzylidene-4-methylbenzenesulfonohydrazide is described. The desired 3-aryl-1(quinolin-8-yl)prop-2-en-1-one products are obtained in high yields through the catalytic reaction of (quinolin-8-yl) methanone and N'-arylidene-4-methylbenzenesulfonohydrazide (2 equiv) with [Rh(PPh3)(3)Cl] (10 mol%), Ag2O (0.5 equiv), and Cs2CO3 (2 equiv) at 130 degrees C for 48 hours. Two plausible mechanisms involving C-H activation and migratory insertion of the carbene into the rhodium-carbon bond were proposed to explain the formation of the product.