2-(4-hydroxybenzoyl)-6,6-dimethyl-3-phenyl-2,3,6,7-tetrahydrobenzofuran-4(5H)-one | 1021427-81-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(4-hydroxybenzoyl)-6,6-dimethyl-3-phenyl-2,3,6,7-tetrahydrobenzofuran-4(5H)-one
• 英文别名: 2-(4-Hydroxybenzoyl)-6,6-dimethyl-3-phenyl-2,3,5,7-tetrahydro-1-benzofuran-4-one；2-(4-hydroxybenzoyl)-6,6-dimethyl-3-phenyl-2,3,5,7-tetrahydro-1-benzofuran-4-one
• CAS: 1021427-81-5
• 化学式: C₂₃H₂₂O₄
• 分子量: 362.425
• InChiKey: XMCQXMPIOUFFPG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (E)-1-(4-hydroxyphenyl)-3-phenylprop-2-en-1-one 、 5,5-二甲基-1,3-环己二酮 在 manganese triacetate 、 溶剂黄146 作用下， 反应 0.25h， 以41%的产率得到2-(4-hydroxybenzoyl)-6,6-dimethyl-3-phenyl-2,3,6,7-tetrahydrobenzofuran-4(5H)-one
  参考文献：
  名称：

  Synthesis of 3‐Aryl‐2‐benzoylbenzofuran Derivatives using Manganese(III) Acetate–Mediated Addition of Dimedon to Chalcone Derivatives

  摘要：

  3-Aryl-2-benzoylbenzofurans were synthesized by the reaction of alpha-carboradical produced from dimedon by oxidizing with manganese(III) acetate in acetic acid and the chalcone derivatives.

  DOI：

  10.1080/00397910701862782

文献信息

• 10.1002/jhet.4820
  作者：Kartikey、Jaiswal, Deepali、Singh, Shailesh、Jaiswal, Shefali、Saquib, Mohammad、Singh, Santosh、Verma, Surya Pratap、Singh, Jaya、Singh, Jagdamba

  DOI：10.1002/jhet.4820

  日期：——

  catalysis for the formation of C-C and C-O bond via abstraction of methylinic hydrogen of dimedone and β-carbon of chalcone as well as coupling between carbonyl group of dimedone and α-carbon of chalcone in tetrahydrobenzofuranone in one-pot procedure. The present protocol shows significant advantages such as the application of visible light as a clean source of energy, green solvent, mild reaction conditions

  据报道，使用曙红-Y 作为光氧化还原催化剂，通过双甲酮和查耳酮之间的直接氧化 [3 + 2] 环加成反应，在可见光介导下形成四氢苯并呋喃酮。正如我们的实验和文献所证明的那样，该反应是通过自由基途径发生的。该方法利用可见光光氧化还原催化，通过夺取双甲酮的亚甲基氢和查尔酮的β-碳以及四氢苯并呋喃酮中双甲酮的羰基与查耳酮的α-碳之间的偶联来形成CC和CO键在一锅法过程中。本方案显示出显着的优点，例如可见光作为清洁能源的应用、绿色溶剂、反应条件温和、成本效益、反应时间短、无金属合成、操作简便、原子经济性高和底物范围广泛。官能团耐受性。而且产品的收率也非常出色，高达82%。
• Synthesis of 3‐Aryl‐2‐benzoylbenzofuran Derivatives using Manganese(III) Acetate–Mediated Addition of Dimedon to Chalcone Derivatives
  作者：Mustafa Ceylan、Esra Fındık

  DOI：10.1080/00397910701862782

  日期：2008.3.1

  3-Aryl-2-benzoylbenzofurans were synthesized by the reaction of alpha-carboradical produced from dimedon by oxidizing with manganese(III) acetate in acetic acid and the chalcone derivatives.