3-benzyl-3-methyl-2,3-dihydrobenzofuran

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 香豆素
• 英文名称: 3-benzyl-3-methyl-2,3-dihydrobenzofuran
• 英文别名: 3-benzyl-3-methyl-2H-1-benzofuran
• 化学式: C₁₆H₁₆O
• 分子量: 224.302
• InChiKey: BHVRDDNQXBUYNR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (2-((2-methylallyl)oxy)phenyl)boronic acid 在 1,2-bis(bis(3,5-dimethylphenyl)phosphanyl)benzene 、 copper(I) bromide 、 sodium t-butanolate 作用下， 以 甲苯 为溶剂， 反应 13.0h， 生成 3-benzyl-3-methyl-2,3-dihydrobenzofuran
  参考文献：
  名称：

  Diarylation of Alkenes by a Cu-Catalyzed Migratory Insertion/Cross-Coupling Cascade

  摘要：

  A strategy for the catalytic diarylation of alkenes is presented. The method involves the migratory insertion of alkenes into an Ar-Cu complex to generate a new C(sp(3))-Cu complex, which subsequently undergoes reaction with an aryl iodide to constitute a vicinal diarylation of an alkene. The method provides access to benzofuran- and indoline-containing products. Furthermore, highly diastereoselective examples are presented, allowing access to complex, stereochemically rich structures from simple alkene starting materials.

  DOI：

  10.1021/ja509056j

文献信息

• Design and Synthesis of Silica Supported Pd Nanoparticles: Application to Cascade Reactions
  作者：Bhairi Lakshminarayana、Pradip S. Waghmare、Alavala Gopi Krishna Reddy、G. Satyanarayana、Ch. Subrahmanyam

  DOI：10.1007/s10562-023-04442-8

  日期：2024.4

  Transition metal-catalyzed tandem reactions are highly prominent in organic synthesis. Especially, palladium-catalyzed biscarbofuctionalization of alkenes is remarkable. However, enabling this type of tandem reaction through heterogeneous catalysis is the most desirable. In this context, silica-supported Pd nanoparticles catalyzed tandem Heck followed by Suzuki coupling reaction has been developed via a dual

  过渡金属催化的串联反应在有机合成中非常重要。尤其是钯催化的烯烃双碳官能化反应引人注目。然而，通过多相催化实现这种类型的串联反应是最理想的。在这种情况下，通过形成双 C-C 键，开发了二氧化硅负载的 Pd 纳米颗粒催化串联 Heck 和 Suzuki 偶联反应。二氧化硅载体的重要性也得到了检验。设计的催化剂表现出优异的催化性能，能够以良好至优异的产率构建二氢苯并呋喃和羟吲哚，并具有良好的官能团耐受性。尽管经过多次回收，催化剂仍保持其催化效率。 图形概要
• Palladium catalysed tandem cyclisation-anion capture processes. Part 3. Organoboron anion transfer agents
  作者：Ronald Grigg、JoséM. Sansano、Vijayaratnam Santhakumar、Visuvanathar Sridharan、Ravishanker Thangavelanthum、Mark Thornton-Pett、David Wilson

  DOI：10.1016/s0040-4020(97)00754-0

  日期：1997.8

  The cyclisation-anion capture protocol has been applied to a wide range of starter and terminating species to effect regio-and stereo-specific mono-and bis-cyclisation processes in which a variety of organoboronderivatives function as anion transfer reagents. Direct capture (no cyclisation) is rarely a problem and it can usually be suppressed by modification of the reaction conditions. (C) 1997 Elsevier Science Ltd.