2-(2-Methylsulfanylphenyl)-1-benzofuran | 1170724-85-2

• 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
• 英文名称: 2-(2-Methylsulfanylphenyl)-1-benzofuran
• 英文别名: 2-(2-methylsulfanylphenyl)-1-benzofuran
• CAS: 1170724-85-2
• 化学式: C₁₅H₁₂OS
• 分子量: 240.326
• InChiKey: DGOVEDUFTONZTE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  38.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-[2-(2-Methylsulfanylphenyl)ethynyl]phenol 在 对甲苯磺酸 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以71%的产率得到2-(benzo[b]thiophen-2-yl)phenol
  参考文献：
  名称：

  p-Toluenesulfonic acid-mediated cyclization of o-(1-alkynyl)anisoles or thioanisoles: synthesis of 2-arylsubstituted benzofurans and benzothiophenes

  摘要：

  A variety of 2-arylbenzo[b]furans are readily prepared in good to excellent yields from the cyclization of o-(1-alkynyl)anisole derivatives under mild reaction conditions using an alcoholic media, p-toluenesulfonic acid under microwave irradiation. Starting from the corresponding o-(1-alkynyl)thioanisole derivatives, this friendly and environmentally free-metal procedure has been successfully extended to the synthesis of benzo[b]thiophenes. Relative to the electronic nature of the substituents, the selectivity of the cyclization reaction from differently o,o'-substituted diarylalkynes is also discussed. (C) 2009 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2009.03.087

文献信息

• p-Toluenesulfonic acid-mediated cyclization of o-(1-alkynyl)anisoles or thioanisoles: synthesis of 2-arylsubstituted benzofurans and benzothiophenes
  作者：Maud Jacubert、Abdallah Hamze、Olivier Provot、Jean-François Peyrat、Jean-Daniel Brion、Mouad Alami

  DOI：10.1016/j.tetlet.2009.03.087

  日期：2009.7

  A variety of 2-arylbenzo[b]furans are readily prepared in good to excellent yields from the cyclization of o-(1-alkynyl)anisole derivatives under mild reaction conditions using an alcoholic media, p-toluenesulfonic acid under microwave irradiation. Starting from the corresponding o-(1-alkynyl)thioanisole derivatives, this friendly and environmentally free-metal procedure has been successfully extended to the synthesis of benzo[b]thiophenes. Relative to the electronic nature of the substituents, the selectivity of the cyclization reaction from differently o,o'-substituted diarylalkynes is also discussed. (C) 2009 Published by Elsevier Ltd.