methyl 3-phenylbenzofuran-2-carboxylate | 938443-86-8

• 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: methyl 3-phenylbenzofuran-2-carboxylate
• 英文别名: 3-phenyl-benzofuran-2-carboxylic acid methyl ester；3-Phenyl-benzofuran-2-carbonsaeure-methylester；methyl 3-phenyl-1-benzofuran-2-carboxylate
• CAS: 938443-86-8
• 化学式: C₁₆H₁₂O₃
• 分子量: 252.269
• InChiKey: VMVFQUWYCUFEGO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  39.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 3-phenylbenzofuran-2-carboxylate 在 吡啶 、 乙醇 、 sodium carbonate 、 一水合肼 、 乙二醇 作用下， 生成 3-phenylbenzofuran-2-carbaldehyde
  参考文献：
  名称：

  Chatterjea, Journal of the Indian Chemical Society, 1956, vol. 33, p. 339,344

  摘要：

  DOI：
• 作为产物：
  描述：

  2-羟基二苯甲酮 在 sodium hydroxide 、 potassium carbonate 、 丙酮 作用下， 生成 methyl 3-phenylbenzofuran-2-carboxylate
  参考文献：
  名称：

  Chatterjea, Journal of the Indian Chemical Society, 1956, vol. 33, p. 339,344

  摘要：

  DOI：

文献信息

• Facile benzofuran synthesis: Palladium-catalyzed carbonylative Suzuki coupling of methyl 2-(2-iodophenoxy)acetates under CO gas-free conditions
  作者：Xinxin Qi、Chao Zhou、Jin-Bao Peng、Jun Ying、Xiao-Feng Wu

  DOI：10.1016/j.tetlet.2017.09.063

  日期：2017.10

  A palladium-catalyzed carbonylative Suzuki coupling of methyl 2-(2-iodophenoxy)acetates with arylboronic acids has been developed. The reactions were performed under CO gas-free conditions and the obtained products act as a direct precursor for the synthesis of highly functionalized benzofuran derivatives.

  已经开发了2-（2-碘苯氧基）乙酸甲酯与芳基硼酸的钯催化的羰基Suzuki偶联。反应在无CO气体的条件下进行，所得产物充当合成高官能化苯并呋喃衍生物的直接前体。
• Rh(III)-catalyzed aldehyde C–H bond functionalization of salicylaldehydes with arylboronic acids
  作者：Dahai Wang、Sunliang Cui

  DOI：10.1016/j.tet.2015.09.053

  日期：2015.11

  A Rh(III)-catalyzed aldehyde C-H bond functionalization of salicylaldehydes with arylboronic acids has been developed, with features of mild reaction condition and high efficiency. Furthermore, the functionalized 2-hydroxybenzophenone could be subject to divergent synthesis of heterocycles. (C) 2015 Elsevier Ltd. All rights reserved.
• 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.