(3-(3-fluorophenyl)benzofuran-2-yl)(phenyl)methanone | 1354349-42-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: (3-(3-fluorophenyl)benzofuran-2-yl)(phenyl)methanone
• 英文别名: [3-(3-Fluorophenyl)-1-benzofuran-2-yl]-phenylmethanone
• CAS: 1354349-42-0
• 化学式: C₂₁H₁₃FO₂
• 分子量: 316.331
• InChiKey: DAKISIOGHUZWIX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  30.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  水杨醛 在 di-tert-butyl(methyl)phosphonium tetrafluoroborate salt 、 palladium diacetate 、 potassium carbonate 、 三甲基乙酸 作用下， 以 丙酮 、 均三甲苯 为溶剂， 反应 68.0h， 生成 (3-(3-fluorophenyl)benzofuran-2-yl)(phenyl)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

• Ruthenium(II)-Catalyzed C3 Arylation of 2-Aroylbenzofurans with Arylboronic Acids/Aryltrifluoroborates via Carbonyl-Directed C–H Bond Activation
  作者：Dinesh J. Paymode、Chepuri V. Ramana

  DOI：10.1021/acs.joc.5b01932

  日期：2015.11.20

  The Ru(II)-catalyzed carbonyl-directed C–H activation with (hetero)arylboron reagents has been executed for the synthesis of 2-aroyl-3-(hetero)arylbenzofurans. A hypothesis founded upon the involvement of an active carbonatoruthenium(II) complex for a coordinative insertion and the aerobic oxidation of the in situ generated Ru(0) to Ru(II), to continue the catalytic cycle, has been extended.

  具有（杂）芳基硼试剂的Ru（II）催化的羰基定向C–H活化已被用于合成2-芳基-3-（杂）芳基苯并呋喃。假说的建立是基于活性碳酸化铀（II）配合物的参与以进行配位插入以及原位生成的Ru（0）到Ru（II）的需氧氧化，以继续催化循环，这一假设得到了扩展。
• 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.