2-(bromomethyl)-6,7-dihydro-6,6-dimethylbenzofuran-4(5H)-one | 1426146-88-4

• 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: 2-(bromomethyl)-6,7-dihydro-6,6-dimethylbenzofuran-4(5H)-one
• 英文别名: 2-(Bromomethyl)-6,6-dimethyl-5,7-dihydro-1-benzofuran-4-one；2-(bromomethyl)-6,6-dimethyl-5,7-dihydro-1-benzofuran-4-one
• CAS: 1426146-88-4
• 化学式: C₁₁H₁₃BrO₂
• 分子量: 257.127
• InChiKey: ZAZFBQDVSXABAX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 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：

  2-(bromomethyl)-6,7-dihydro-6,6-dimethylbenzofuran-4(5H)-one 在 sodium hydride 、 platinum(II) chloride 作用下， 以 水 、 N,N-二甲基甲酰胺 、 丙酮 、 mineral oil 为溶剂， 反应 9.0h， 生成 7,8-dihydro-9-hydroxy-7,7-dimethylnaphtho[2,3-c]furan-5(1H,3H,6H)-one
  参考文献：
  名称：

  One pot rhodium catalyzed, base and solvent-free synthesis of 2-(bromomethyl)furan derivatives and synthesis of Hashmi phenol through platinum catalyzed cascade cyclization

  摘要：

  A novel rhodium catalyzed one pot synthetic strategy was developed to construct fused furan scaffolds via in situ generation of dicarbonyl iodonium ylide and its application to the synthesis of Hashmi phenol is described. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.12.108
• 作为产物：
  描述：

  (4,4-dimethyl-2,6-dioxo-cyclohexyl)-phenyl-iodonium betaine 、 3-溴丙炔 在 dirhodium tetraacetate 作用下， 以53%的产率得到2-(bromomethyl)-6,7-dihydro-6,6-dimethylbenzofuran-4(5H)-one
  参考文献：
  名称：

  One pot rhodium catalyzed, base and solvent-free synthesis of 2-(bromomethyl)furan derivatives and synthesis of Hashmi phenol through platinum catalyzed cascade cyclization

  摘要：

  A novel rhodium catalyzed one pot synthetic strategy was developed to construct fused furan scaffolds via in situ generation of dicarbonyl iodonium ylide and its application to the synthesis of Hashmi phenol is described. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.12.108

文献信息

• One pot rhodium catalyzed, base and solvent-free synthesis of 2-(bromomethyl)furan derivatives and synthesis of Hashmi phenol through platinum catalyzed cascade cyclization
  作者：Mahalingam Sivaraman、Doraiswamy Muralidharan、Paramasivan T. Perumal

  DOI：10.1016/j.tetlet.2012.12.108

  日期：2013.3

  A novel rhodium catalyzed one pot synthetic strategy was developed to construct fused furan scaffolds via in situ generation of dicarbonyl iodonium ylide and its application to the synthesis of Hashmi phenol is described. (c) 2013 Elsevier Ltd. All rights reserved.