diethyl 2,7-dibromo-4H,5H-thieno[3,2-b:4,5-b']dipyrrole-3,6-dicarboxylate | 880464-15-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并吡咯类
• 英文名称: diethyl 2,7-dibromo-4H,5H-thieno[3,2-b:4,5-b']dipyrrole-3,6-dicarboxylate
• 英文别名: Diethyl 5,9-dibromo-7-thia-3,11-diazatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraene-4,10-dicarboxylate
• CAS: 880464-15-3
• 化学式: C₁₄H₁₂Br₂N₂O₄S
• 分子量: 464.134
• InChiKey: IHQJZJPATBFCCX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  112
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  diethyl 2,7-dibromo-4H,5H-thieno[3,2-b:4,5-b']dipyrrole-3,6-dicarboxylate 在 四(三苯基膦)钯 sodium hydride 、 sodium carbonate 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 水 为溶剂， 反应 17.0h， 生成 diethyl 2,7-di(p-methoxyphenyl)-4,5-bis(trimethylsilylethoxymethyl)-4H,5H-thieno[3,2-b:4,5-b']dipyrrole-3,6-dicarboxylate
  参考文献：
  名称：

  Diethyl 2,7-Dibromo-4H,5H- thieno[3,2-b:4,5-b‘]dipyrrole-3,6- dicarboxylate:  A Key Intermediate for a Diversity Oriented Synthesis of 2,7,12,17-Tetraarylporphycenes

  摘要：

  A new Suzuki-based strategy for the synthesis of 4,4'-diaryl (or heteroaryl)-substituted 2,2'-bipyrroles (10), precursors of 2,7,12,17-tetraaryl (or heteroaryl)-substituted porphycenes, is described. Bromination of the previously described diethyl 4H,5H-thieno[3,2-b:4,5-b']dipyrrole-3,6-dicarboxylate afforded dibromo compound 19, which is the key intermediate of such strategy.

  DOI：

  10.1021/ol052913+
• 作为产物：
  描述：

  2,5-噻吩二甲醛 在 溴 、 sodium ethanolate 、 溶剂黄146 作用下， 以 乙醇 、 乙酸乙酯 、 xylene 为溶剂， 反应 20.0h， 生成 diethyl 2,7-dibromo-4H,5H-thieno[3,2-b:4,5-b']dipyrrole-3,6-dicarboxylate
  参考文献：
  名称：

  Diethyl 2,7-Dibromo-4H,5H- thieno[3,2-b:4,5-b‘]dipyrrole-3,6- dicarboxylate:  A Key Intermediate for a Diversity Oriented Synthesis of 2,7,12,17-Tetraarylporphycenes

  摘要：

  A new Suzuki-based strategy for the synthesis of 4,4'-diaryl (or heteroaryl)-substituted 2,2'-bipyrroles (10), precursors of 2,7,12,17-tetraaryl (or heteroaryl)-substituted porphycenes, is described. Bromination of the previously described diethyl 4H,5H-thieno[3,2-b:4,5-b']dipyrrole-3,6-dicarboxylate afforded dibromo compound 19, which is the key intermediate of such strategy.

  DOI：

  10.1021/ol052913+

文献信息

• Diethyl 2,7-Dibromo-4<i>H</i>,5<i>H</i>- thieno[3,2-<i>b</i>:4,5-<i>b</i>‘]dipyrrole-3,6- dicarboxylate:  A Key Intermediate for a Diversity Oriented Synthesis of 2,7,12,17-Tetraarylporphycenes
  作者：Ofir Arad、Jordi Morros、Xavier Batllori、Jordi Teixidó、Santiago Nonell、José I. Borrell

  DOI：10.1021/ol052913+

  日期：2006.3.2

  A new Suzuki-based strategy for the synthesis of 4,4'-diaryl (or heteroaryl)-substituted 2,2'-bipyrroles (10), precursors of 2,7,12,17-tetraaryl (or heteroaryl)-substituted porphycenes, is described. Bromination of the previously described diethyl 4H,5H-thieno[3,2-b:4,5-b']dipyrrole-3,6-dicarboxylate afforded dibromo compound 19, which is the key intermediate of such strategy.