phenyl(4,5,6-trimethoxybenzofuran-2-yl)methanone | 1354348-93-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: phenyl(4,5,6-trimethoxybenzofuran-2-yl)methanone
• 英文别名: Phenyl-(4,5,6-trimethoxy-1-benzofuran-2-yl)methanone；phenyl-(4,5,6-trimethoxy-1-benzofuran-2-yl)methanone
• CAS: 1354348-93-8
• 化学式: C₁₈H₁₆O₅
• 分子量: 312.322
• InChiKey: QQHNPXCQCVZUIO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  57.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  溴苯 、 phenyl(4,5,6-trimethoxybenzofuran-2-yl)methanone 在 di-tert-butyl(methyl)phosphonium tetrafluoroborate salt 、 palladium diacetate 、 potassium carbonate 、 三甲基乙酸 作用下， 以 均三甲苯 为溶剂， 反应 64.0h， 以41%的产率得到phenyl(4,5,6-trimethoxy-3-phenylbenzofuran-2-yl)-methanone
  参考文献：
  名称：

  Palladium-Catalyzed Direct Arylation of Polysubstituted Benzofurans

  摘要：

  An efficient access to 2-substituted 3-arylbenzofurans through a palladium-catalyzed C3 direct arylation of 2-substituted benzofurans with aryl bromides is described. The scope and limitation of this reaction was studied. The method tolerates a variety of functional groups on the aryl halide and has been successfully extended to polysubstituted benzofurans to obtain the corresponding 3-arylbenzofurans with good to excellent yields.

  DOI：

  10.1021/jo202060k
• 作为产物：
  描述：

  2-hydroxy-4,5,6-trimethoxybenzaldehyde 、 2-溴苯乙酮 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 17.5h， 以91%的产率得到phenyl(4,5,6-trimethoxybenzofuran-2-yl)methanone
  参考文献：
  名称：

  Palladium-Catalyzed Direct Arylation of Polysubstituted Benzofurans

  摘要：

  An efficient access to 2-substituted 3-arylbenzofurans through a palladium-catalyzed C3 direct arylation of 2-substituted benzofurans with aryl bromides is described. The scope and limitation of this reaction was studied. The method tolerates a variety of functional groups on the aryl halide and has been successfully extended to polysubstituted benzofurans to obtain the corresponding 3-arylbenzofurans with good to excellent yields.

  DOI：

  10.1021/jo202060k

文献信息

• Palladium-Catalyzed Direct Arylation of Polysubstituted Benzofurans
  作者：Amandine Carrër、Dimitri Brinet、Jean-Claude Florent、Patricia Rousselle、Emmanuel Bertounesque

  DOI：10.1021/jo202060k

  日期：2012.2.3

  An efficient access to 2-substituted 3-arylbenzofurans through a palladium-catalyzed C3 direct arylation of 2-substituted benzofurans with aryl bromides is described. The scope and limitation of this reaction was studied. The method tolerates a variety of functional groups on the aryl halide and has been successfully extended to polysubstituted benzofurans to obtain the corresponding 3-arylbenzofurans with good to excellent yields.