3-(o-methoxyphenyl)benzofuran | 28226-83-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 3-(o-methoxyphenyl)benzofuran
• 英文别名: 3-(2-methoxyphenyl)benzofuran；3-o-Anisylbenzofuran；3-(2-methoxyphenyl)-1-benzofuran
• CAS: 28226-83-7
• 化学式: C₁₅H₁₂O₂
• 分子量: 224.259
• InChiKey: XKNUZBFPTZOWOL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.11
• 重原子数：
  17.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  22.37
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  β,β-bis(o-methoxyphenyl)vinyl bromide 以14%的产率得到
  参考文献：
  名称：

  SUZUKI, TATSUO;KITAMURA, TSUGIO;SONODA, TAKA-AKI;KOBAYASHI, SHINJIRO;TANI+, J. ORG. CHEM., 1981, 46, N 26, 5324-5328

  摘要：

  DOI：

文献信息

• Palladium(II)-catalyzed intramolecular addition of arylboronic acids to ketones
  作者：Guixia Liu、Xiyan Lu

  DOI：10.1016/j.tet.2008.05.056

  日期：2008.7

  A palladium(II)-catalyzed intramolecular addition of arylboronic acids to ketones was developed. Compared to Pd(OAc)2 catalysis system, cationic palladium complex with dppp as the ligand has higher catalytic activity and efficiency for wider scope of substrates. From this reaction, the normal addition product or the dehydrated product could be selectively furnished as controlled by additives. Highly

  开发了钯（II）催化的芳基硼酸分子内加成酮。与Pd（OAc）2催化体系相比，以dppp为配体的阳离子钯配合物具有更高的催化活性和效率，可用于更广泛的底物范围。通过该反应，可以根据添加剂的控制选择性地提供正常的加成产物或脱水产物。通过使用手性阳离子钯络合物作为催化剂，可以获得高旋光性的环状叔醇（至多96％ee）。
• Halogen-Metal Exchange/Cyclization of Iodoketones: A Direct Synthesis of 3-Arylbenzofurans
  作者：George A. Kraus*、Jacob D. Schroeder

  DOI：10.1055/s-2005-872690

  日期：——

  The first synthesis of benzofuran 2 was achieved in 17% overall yield in seven steps. The key step was a halogen-metal exchange/cyclization reaction. Several examples of this reaction were reported.

  通过七个步骤首次合成了苯并呋喃 2，总收率为 17%。关键步骤是卤素-金属交换/环化反应。该反应的几个实例已被报道。
• BCl3-promoted synthesis of benzofurans
  作者：Ikyon Kim、Sei-Hee Lee、Sunkyung Lee

  DOI：10.1016/j.tetlet.2008.09.034

  日期：2008.11

  Lewis acidic nature of boron trichloride (BCl3) to coordinate to the carbonyl functionality was exploited for the synthesis of benzofurans via dehydrative cyclization. This mild and efficient procedure allowed for facile access to a number Of highly Substituted benzofurans in a regioselective manner. The Structural requirement for the successful cyclodehydration was examined in the cases, where competitive demethylation could occur. (C) 2008 Elsevier Ltd. All rights reserved.
• Photochemistry of vinyl halides. Formation of benzofurans by photolysis of .beta.-(o-methoxyphenyl)vinyl bromides
  作者：Tatsuo Suzuki、Tsugio Kitamura、Takaaki Sonoda、Shinjiro Kobayashi、Hiroshi Taniguchi

  DOI：10.1021/jo00339a012

  日期：1981.12