1-(2-(benzofuran-2-yl)phenyl)ethan-1-one | 1319721-17-9

• 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: 1-(2-(benzofuran-2-yl)phenyl)ethan-1-one
• 英文别名: 2'-(benzofuran-2-yl)acetophenone；1-[2-(1-Benzofuran-2-yl)phenyl]ethanone；1-[2-(1-benzofuran-2-yl)phenyl]ethanone
• CAS: 1319721-17-9
• 化学式: C₁₆H₁₂O₂
• 分子量: 236.27
• InChiKey: NMSUDNOFJUQEEO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  30.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(2-(benzofuran-2-yl)phenyl)ethan-1-one 在 盐酸羟胺 、 sodium acetate 作用下， 以 乙醇 为溶剂， 反应 18.0h， 生成 2'-(benzofuran-2-yl)acetophenone oxime
  参考文献：
  名称：

  UV衍生自碳酸肟肟亚胺基的菲啶合成。

  摘要：

  已发现肟肟酸盐是在紫外线照射下干净，直接生成亚胺基的极好前体。合适地官能化的亚氨基进行环化，产生各种菲啶，以​​及取代的喹啉和异喹啉。碳酸盐肟的EPR和X射线分析提供了对该机理的深入了解。

  DOI：

  10.1039/c1cc12720a
• 作为产物：
  描述：

  在 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 1-(2-(benzofuran-2-yl)phenyl)ethan-1-one
  参考文献：
  名称：

  o-Quinone Methides via Oxone-Mediated Benzofuran Oxidative Dearomatization and Their Intramolecular Cycloaddition with Carbonyl Groups: An Expeditious Construction of the Central Tetracyclic Core of Integrastatins, Epicoccolide A, and Epicocconigrone A

  摘要：

  The intramolecular cycloaddition of o-quinone methides (o-QMs) with a carbonyl group has been envisaged and executed successfully in the context of constructing the complex and rare [6,6,6,6]-tetracyclic core found in the integrastatins, epicoccolide A, and epicocconigrone A. These transient o-QMs were generated easily from the oxidative dearomatization of the corresponding C2-(aryl)benzofuran by employing Oxone in acetone-water at rt. The subsequent cydoaddition with the carbonyl (or conjugated olefin) present on the C2-aryl group was spontaneous.

  DOI：

  10.1021/acs.orglett.5b03707

文献信息

• UV promoted phenanthridine syntheses from oxime carbonate derived iminyl radicals
  作者：Roy T. McBurney、Alexandra M. Z. Slawin、Laura A. Smart、Yanping Yu、John C. Walton

  DOI：10.1039/c1cc12720a

  日期：——

  Oxime carbonates were found to be excellent precursors for the clean and direct generation of iminyl radicals under UV irradiation. Suitably functionalised iminyls underwent cyclisations yielding various phenanthridines and also substituted quinolines and isoquinolines. EPR and X-ray analyses of oxime carbonates provided insight into the mechanism.

  已发现肟肟酸盐是在紫外线照射下干净，直接生成亚胺基的极好前体。合适地官能化的亚氨基进行环化，产生各种菲啶，以​​及取代的喹啉和异喹啉。碳酸盐肟的EPR和X射线分析提供了对该机理的深入了解。
• <i>o</i>-Quinone Methides via Oxone-Mediated Benzofuran Oxidative Dearomatization and Their Intramolecular Cycloaddition with Carbonyl Groups: An Expeditious Construction of the Central Tetracyclic Core of Integrastatins, Epicoccolide A, and Epicocconigrone A
  作者：Atul A. More、Chepuri V. Ramana

  DOI：10.1021/acs.orglett.5b03707

  日期：2016.2.5

  The intramolecular cycloaddition of o-quinone methides (o-QMs) with a carbonyl group has been envisaged and executed successfully in the context of constructing the complex and rare [6,6,6,6]-tetracyclic core found in the integrastatins, epicoccolide A, and epicocconigrone A. These transient o-QMs were generated easily from the oxidative dearomatization of the corresponding C2-(aryl)benzofuran by employing Oxone in acetone-water at rt. The subsequent cydoaddition with the carbonyl (or conjugated olefin) present on the C2-aryl group was spontaneous.