2-(thiophen-2-yl)thieno[3,2-b]furan | 1173058-33-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 2-(thiophen-2-yl)thieno[3,2-b]furan
• 英文别名: 2-(Thiophen-2-yl)thieno[3,2-b]furan；2-thiophen-2-ylthieno[3,2-b]furan
• CAS: 1173058-33-7
• 化学式: C₁₀H₆OS₂
• 分子量: 206.289
• InChiKey: AWVMTZUOYGAYMM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  69.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-溴代丁二酰亚胺(NBS) 、 thieno[3,2-b]furan 、 2-三丁基甲锡烷基噻吩 在 四(三苯基膦)钯 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 12.0h， 以72%的产率得到2-(thiophen-2-yl)thieno[3,2-b]furan
  参考文献：
  名称：

  Facile and Scalable Synthesis of the Fused-Ring Heterocycles Thieno[3,2-b]thiophene and Thieno[3,2-b]furan

  摘要：

  An optimized synthetic methodology which allows for efficient and scalable access to the important fused-ring heterocycle thieno[3,2-b]thiophene and the first reported isolation of thieno[3,2-b]furan Is presented. The properties of thieno[3,2-b]furan were assessed through a detailed analysis of the NMR data and an investigation of the chemical reactivity. Thieno[3,2-b]furan is chemically robust and offers good selectivity toward functionalization at the 2-position via bromination and the 5-position via deprotonation.

  DOI：

  10.1021/ol9010745

文献信息

• Facile and Scalable Synthesis of the Fused-Ring Heterocycles Thieno[3,2-<i>b</i>]thiophene and Thieno[3,2-<i>b</i>]furan
  作者：John T. Henssler、Adam J. Matzger

  DOI：10.1021/ol9010745

  日期：2009.7.16

  An optimized synthetic methodology which allows for efficient and scalable access to the important fused-ring heterocycle thieno[3,2-b]thiophene and the first reported isolation of thieno[3,2-b]furan Is presented. The properties of thieno[3,2-b]furan were assessed through a detailed analysis of the NMR data and an investigation of the chemical reactivity. Thieno[3,2-b]furan is chemically robust and offers good selectivity toward functionalization at the 2-position via bromination and the 5-position via deprotonation.