5,6-二甲氧基-2-苯基-1-苯并呋喃 | 111248-54-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 2-芳基苯并呋喃类黄酮
• 中文名称: 5,6-二甲氧基-2-苯基-1-苯并呋喃
• 英文名称: 5,6-dimethoxy-2-phenylbenzo[b]furan
• 英文别名: 5,6-dimethoxy-2-phenyl-1-benzofuran
• CAS: 111248-54-5
• 化学式: C₁₆H₁₄O₃
• 分子量: 254.285
• InChiKey: IVRVAQVJIGHDEL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  31.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4,5-二溴-1,2-二甲氧基苯 在 tris(dibenzylideneacetone)dipalladium (0) copper(l) iodide 、 四甲基乙二胺 、 水 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 sodium t-butanolate 作用下， 以 四氢呋喃 为溶剂， 反应 27.0h， 生成 5,6-二甲氧基-2-苯基-1-苯并呋喃
  参考文献：
  名称：

  On-Water Chemistry:  Copper-Catalyzed Straightforward Synthesis of Benzo[b]furan Derivatives in Neat Water

  摘要：

  A more sustainable protocol leading to 2-alkyl- or 2-aryl-substituted benzo[b]furans is reported, involving a copper-TMEDA complex which catalyzes the transformation of readily available ketone derivatives into the corresponding benzofurans in good to excellent yields. The reaction is accomplished using water as the solvent without organic cosolvents, and one example of catalyst reutilization is also presented.

  DOI：

  10.1021/ol060274c

文献信息

• Recyclable [bmIm]OH promoted one-pot heterocyclization: synthesis of substituted benzofurans
  作者：I.R. Siddiqui、Malik Abdul Waseem、Shayna Shamim、Shireen、Arjita Srivastava、Anjali Srivastava

  DOI：10.1016/j.tetlet.2013.05.150

  日期：2013.8

  A single step access to polysubstituted benzo[b]furans has been achieved under simple and eco-compatible conditions. The heterocyclization proceeded efficiently. [bmIm]OH played a triple role as a solvent, base as well as catalyst. (C) 2013 Elsevier Ltd. All rights reserved.
• GRIMSHAW J.; THOMPSON N., J. CHEM. SOC. CHEM. COMMUN.,(1987) N 4, 240-241
  作者：GRIMSHAW J.、 THOMPSON N.

  DOI：——

  日期：——
• On-Water Chemistry:  Copper-Catalyzed Straightforward Synthesis of Benzo[<i>b</i>]furan Derivatives in Neat Water
  作者：Mónica Carril、Raul SanMartin、Imanol Tellitu、Esther Domínguez

  DOI：10.1021/ol060274c

  日期：2006.3.1

  A more sustainable protocol leading to 2-alkyl- or 2-aryl-substituted benzo[b]furans is reported, involving a copper-TMEDA complex which catalyzes the transformation of readily available ketone derivatives into the corresponding benzofurans in good to excellent yields. The reaction is accomplished using water as the solvent without organic cosolvents, and one example of catalyst reutilization is also presented.