(5-hydroxy-2-phenylbenzofuran-3-yl)phenylmethanone | 1221190-18-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 2-芳基苯并呋喃类黄酮
• 英文名称: (5-hydroxy-2-phenylbenzofuran-3-yl)phenylmethanone
• 英文别名: (5-Hydroxy-2-phenyl-1-benzofuran-3-yl)-phenylmethanone；(5-hydroxy-2-phenyl-1-benzofuran-3-yl)-phenylmethanone
• CAS: 1221190-18-6
• 化学式: C₂₁H₁₄O₃
• 分子量: 314.34
• InChiKey: ZFQUOQOEBHFPNY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 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：
  50.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  二苯甲酰基甲烷 、 对苯醌 在 bismuth(III) chloride 作用下， 以 甲苯 为溶剂， 反应 8.0h， 以91%的产率得到(5-hydroxy-2-phenylbenzofuran-3-yl)phenylmethanone
  参考文献：
  名称：

  Thirupathaiah; Venkateshwar Rao; Ramanna, Oriental Journal of Chemistry, 2010, vol. 26, # 4, p. 1521 - 1524

  摘要：

  DOI：

文献信息

• Pd-Catalyzed C–S Activation for [3 + 3] Annulation of 2-(Methylthio)benzofuran-3-carboxylates and 2-Hydroxyphenylboronic Acids: Synthesis of Coumestan Derivatives
  作者：Jingxin Liu、Yingjie Liu、Wenting Du、Ying Dong、Jun Liu、Mang Wang

  DOI：10.1021/jo400984h

  日期：2013.7.19

  Pd-catalytic C-S activation was successfully applied to initiate the cross-coupling of (2-methylthio-3-ester)benzofurans with 2-hydroxyphenylboronic acids and sequential intramolecular transesterification process under Liebeskind-Srogl conditions. Thus, a novel [3 + 3] annulation strategy for efficient synthesis of coumestan derivatives has been developed from readily available starting materials.
• Efficient synthesis of 3-acyl-5-hydroxybenzofurans via copper(II) triflate-catalyzed cycloaddition of unactivated 1,4-benzoquinones with 1,3-dicarbonyl compounds
  作者：Srinivasa Reddy Mothe、Dewi Susanti、Philip Wai Hong Chan

  DOI：10.1016/j.tetlet.2010.02.066

  日期：2010.4

  A method to prepare a variety of substituted 3-acyl-5-hydroxybenzofurans efficiently that relies on copper(II) triflate-catalyzed cycloaddition of unactivated 1,4-benzoquinones with 1,3-dicarbonyl compounds is reported. The reaction was shown to be operationally straightforward and proceeds expediently under mild conditions to give the corresponding products in good to excellent yields (up to 95%) and with complete regioselectivity. (c) 2010 Elsevier Ltd. All rights reserved.