3-methoxy-2-(4-methoxyphenyl)thiophene | 919792-38-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-methoxy-2-(4-methoxyphenyl)thiophene
• 英文别名: 3-Methoxy-2-(4-methoxyphenyl)thiophene
• CAS: 919792-38-4
• 化学式: C₁₂H₁₂O₂S
• 分子量: 220.292
• InChiKey: NWPMXEVKHAPHHS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  46.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-甲氧基噻吩 、 4-溴苯甲醚 在 palladium diacetate potassium acetate 、 tetra(n-tert-butyl)ammonium bromide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以41%的产率得到3-methoxy-2-(4-methoxyphenyl)thiophene
  参考文献：
  名称：

  Direct C–H arylation of 3-methoxythiophene catalyzed by Pd. Application to a more efficient synthesis of π-alkoxy-oligothiophene derivatives

  摘要：

  The direct regioselective C-H arylation of 3-methoxythiophene and 3,4-ethylenedioxythiophene (EDOT) was performed successfully under 'Heck-type' experimental conditions. This novel synthetic methodology has been used to prepare in a more simple way a series of oligothiophenes interesting for the electronic industry to build new synthetic organic materials. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.10.130

文献信息

• Direct C–H arylation of 3-methoxythiophene catalyzed by Pd. Application to a more efficient synthesis of π-alkoxy-oligothiophene derivatives
  作者：A. Borghese、G. Geldhof、L. Antoine

  DOI：10.1016/j.tetlet.2006.10.130

  日期：2006.12

  The direct regioselective C-H arylation of 3-methoxythiophene and 3,4-ethylenedioxythiophene (EDOT) was performed successfully under 'Heck-type' experimental conditions. This novel synthetic methodology has been used to prepare in a more simple way a series of oligothiophenes interesting for the electronic industry to build new synthetic organic materials. (c) 2006 Elsevier Ltd. All rights reserved.
• C-H Arylation of 3-Substituted Thiophene with Regioselective Deprotonation by TMPMgCl·LiCl and Transition Metal Catalyzed Cross Coupling
  作者：Atsunori Mori、Shunsuke Tamba、Atsushi Sugie、Shota Tanaka

  DOI：10.3987/com-12-s(n)6

  日期：——

  The reaction of 3-hexylthiophene with Knochel-Hauser base (TMPMgCl center dot LiCl) induced the metalation at the 5-position of the thiophene ring selectively. Following addition of several aryl halides in the presence of a nickel or palladium catalyst afforded regioselectively arylated thiophene in good to excellent yields.