(E)-6-bromo-2-(1,2-dichlorovinyloxy)-3-methoxybenzaldehyde | 1094462-16-4

• 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: (E)-6-bromo-2-(1,2-dichlorovinyloxy)-3-methoxybenzaldehyde
• 英文别名: 6-bromo-2-[(E)-1,2-dichloroethenoxy]-3-methoxybenzaldehyde
• CAS: 1094462-16-4
• 化学式: C₁₀H₇BrCl₂O₃
• 分子量: 325.974
• InChiKey: WNUJNFCRDZFLGE-WTKPLQERSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-6-bromo-2-(1,2-dichlorovinyloxy)-3-methoxybenzaldehyde 、 苯磺酰肼 以 乙腈 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  An Efficient Intramolecular 1,3-Dipolar Cycloaddition Involving 2-(1,2-Dichlorovinyloxy)aryldiazomethanes: A One-Pot Synthesis of Benzofuropyrazoles from Salicylaldehydes

  摘要：

  A novel intramolecular 1,3-dipolar cycloaddition strategy for a rapid entry into benzofuropyrazoles is described. In it three-step sequence, (E)-2-(1,2-dichlorovinyloxy)aryldiazomethanes were generated in situ from the corresponding salicylaldehydes. Intramolecular cycloaddition followed by dehydrohalogenation garnered 3-chlorobenzofuropyrazoles in excellent yields. By careful choice of solvent, base, and reaction conditions, the entire sequence call be carried Out in a one-pot procedure.

  DOI：

  10.1021/jo802193z
• 作为产物：
  描述：

  三氯乙烯 、 6-溴-2-羟基于-甲氧基苯甲醛 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 15.5h， 以54%的产率得到(E)-6-bromo-2-(1,2-dichlorovinyloxy)-3-methoxybenzaldehyde
  参考文献：
  名称：

  An Efficient Intramolecular 1,3-Dipolar Cycloaddition Involving 2-(1,2-Dichlorovinyloxy)aryldiazomethanes: A One-Pot Synthesis of Benzofuropyrazoles from Salicylaldehydes

  摘要：

  A novel intramolecular 1,3-dipolar cycloaddition strategy for a rapid entry into benzofuropyrazoles is described. In it three-step sequence, (E)-2-(1,2-dichlorovinyloxy)aryldiazomethanes were generated in situ from the corresponding salicylaldehydes. Intramolecular cycloaddition followed by dehydrohalogenation garnered 3-chlorobenzofuropyrazoles in excellent yields. By careful choice of solvent, base, and reaction conditions, the entire sequence call be carried Out in a one-pot procedure.

  DOI：

  10.1021/jo802193z

文献信息

• An Efficient Intramolecular 1,3-Dipolar Cycloaddition Involving 2-(1,2-Dichlorovinyloxy)aryldiazomethanes: A One-Pot Synthesis of Benzofuropyrazoles from Salicylaldehydes
  作者：Zachary S. Sales、Neelakandha S. Mani

  DOI：10.1021/jo802193z

  日期：2009.1.16

  A novel intramolecular 1,3-dipolar cycloaddition strategy for a rapid entry into benzofuropyrazoles is described. In it three-step sequence, (E)-2-(1,2-dichlorovinyloxy)aryldiazomethanes were generated in situ from the corresponding salicylaldehydes. Intramolecular cycloaddition followed by dehydrohalogenation garnered 3-chlorobenzofuropyrazoles in excellent yields. By careful choice of solvent, base, and reaction conditions, the entire sequence call be carried Out in a one-pot procedure.