5-(2,3-dihydrobenzofuran-5-yl)pentan-2-ol | 1515296-03-3

• 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: 5-(2,3-dihydrobenzofuran-5-yl)pentan-2-ol
• 英文别名: 5-(2,3-Dihydro-1-benzofuran-5-yl)pentan-2-ol；5-(2,3-dihydro-1-benzofuran-5-yl)pentan-2-ol
• CAS: 1515296-03-3
• 化学式: C₁₃H₁₈O₂
• 分子量: 206.285
• InChiKey: VUUHNKITARHXQR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-(2,3-dihydrobenzofuran-5-yl)pentan-2-ol 在 iron(III) chloride 、 silver hexafluoroantimonate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 24.0h， 生成 8-methyl-2,3,5,6,7,8-hexahydronaphtho[2,3-b]furan 、 9-Methyl-1,2,6,7,8,9-hexahydrobenzo[e][1]benzofuran
  参考文献：
  名称：

  Iron-Catalyzed Arene Alkylation Reactions with Unactivated Secondary Alcohols

  摘要：

  A simple, iron-based catalytic system allows for the inter- and intramolecular arylation of unactivated secondary alcohols. This transformation expands the substrate scope beyond the previously required activated alcohols and proceeds under mild reaction conditions, tolerating air and moisture. Furthermore, the use of an enantioenriched secondary alcohol provides an enantioenriched product for the intramolecular reaction, thereby offering a convenient approach to nonracemic products.

  DOI：

  10.1021/ol500606d
• 作为产物：
  描述：

  2,3-二氢苯并呋喃 在 盐酸 、 aluminum (III) chloride 、 锌 、 2-碘酰基苯甲酸 作用下， 以 乙醚 、 二氯甲烷 、 水 、 二甲基亚砜 为溶剂， 反应 0.5h， 生成 5-(2,3-dihydrobenzofuran-5-yl)pentan-2-ol
  参考文献：
  名称：

  Iron-Catalyzed Arene Alkylation Reactions with Unactivated Secondary Alcohols

  摘要：

  A simple, iron-based catalytic system allows for the inter- and intramolecular arylation of unactivated secondary alcohols. This transformation expands the substrate scope beyond the previously required activated alcohols and proceeds under mild reaction conditions, tolerating air and moisture. Furthermore, the use of an enantioenriched secondary alcohol provides an enantioenriched product for the intramolecular reaction, thereby offering a convenient approach to nonracemic products.

  DOI：

  10.1021/ol500606d

文献信息

• Iron-Catalyzed Arene Alkylation Reactions with Unactivated Secondary Alcohols
  作者：Latisha R. Jefferies、Silas P. Cook

  DOI：10.1021/ol500606d

  日期：2014.4.4

  A simple, iron-based catalytic system allows for the inter- and intramolecular arylation of unactivated secondary alcohols. This transformation expands the substrate scope beyond the previously required activated alcohols and proceeds under mild reaction conditions, tolerating air and moisture. Furthermore, the use of an enantioenriched secondary alcohol provides an enantioenriched product for the intramolecular reaction, thereby offering a convenient approach to nonracemic products.