3-(2-Methylbenzo[e][1]benzofuran-1-yl)benzonitrile | 1402044-12-5

• 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-(2-Methylbenzo[e][1]benzofuran-1-yl)benzonitrile
• 英文别名: 3-(2-methylbenzo[e][1]benzofuran-1-yl)benzonitrile
• CAS: 1402044-12-5
• 化学式: C₂₀H₁₃NO
• 分子量: 283.329
• InChiKey: PYRWXPLOEOUFTR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  在 cesium fluoride 、 N,N-二乙基苯胺 作用下， 反应 0.25h， 以83%的产率得到3-(2-Methylbenzo[e][1]benzofuran-1-yl)benzonitrile
  参考文献：
  名称：

  Microwave-assisted Claisen rearrangement of naphthyl 2-propynyl ethers: synthesis of naphthofurans

  摘要：

  An efficient two-step approach for the synthesis of naphtho[1,2-b]furans and naphtho[2,1-b]furans has been developed. Various functionalized propargyl alcohols were etherified with alpha- or beta-naphthol under Mitsunobu reaction conditions to give naphthyl 2-propynyl ethers, which underwent a facile microwave-assisted Claisen rearrangement and concomitant anionic cyclization to yield naphthofuran derivatives under basic reaction conditions. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.08.053

文献信息

• Microwave-assisted Claisen rearrangement of naphthyl 2-propynyl ethers: synthesis of naphthofurans
  作者：V.S. Prasada Rao Lingam、Dnyaneshwar H. Dahale、Kagga Mukkanti、Balasubramanian Gopalan、Abraham Thomas

  DOI：10.1016/j.tetlet.2012.08.053

  日期：2012.10

  An efficient two-step approach for the synthesis of naphtho[1,2-b]furans and naphtho[2,1-b]furans has been developed. Various functionalized propargyl alcohols were etherified with alpha- or beta-naphthol under Mitsunobu reaction conditions to give naphthyl 2-propynyl ethers, which underwent a facile microwave-assisted Claisen rearrangement and concomitant anionic cyclization to yield naphthofuran derivatives under basic reaction conditions. (c) 2012 Elsevier Ltd. All rights reserved.