1-methoxy-4-(3-(pent-3-ynyloxy)prop-1-ynyl)benzene | 1315322-26-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-methoxy-4-(3-(pent-3-ynyloxy)prop-1-ynyl)benzene
• 英文别名: 1-Methoxy-4-(3-pent-3-ynoxyprop-1-ynyl)benzene；1-methoxy-4-(3-pent-3-ynoxyprop-1-ynyl)benzene
• CAS: 1315322-26-9
• 化学式: C₁₅H₁₆O₂
• 分子量: 228.291
• InChiKey: QVZAYLCYTLELQZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-methoxy-4-(3-(pent-3-ynyloxy)prop-1-ynyl)benzene 在 indium (III) iodide 、 水 、 对甲苯磺酸 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 以49%的产率得到1-(4-methoxyphenyl)-2-(2-methyltetrahydrofuran-2-yl)prop-2-en-1-one
  参考文献：
  名称：

  Indium(III)-Catalyzed Hydrative Cyclization of 1,7-Diynyl Ethers

  摘要：

  A new hydrative cyclization of 1,7- and 1,8-diynyl ethers is reported. Using catalytic InI(3) and p-TSA as a cocatalyst, several 2,2-disubstituted tetrahydrofurans with exocyclic enone appendages were prepared. Reaction optimization and scope, mechanistic insight, and further transformation to a C-nucleoside analog are presented.

  DOI：

  10.1021/ol201624b
• 作为产物：
  描述：

  4-碘苯甲醚 、 5-prop-2-ynyloxy-pent-2-yne 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 22.0h， 以80%的产率得到1-methoxy-4-(3-(pent-3-ynyloxy)prop-1-ynyl)benzene
  参考文献：
  名称：

  Indium(III)-Catalyzed Hydrative Cyclization of 1,7-Diynyl Ethers

  摘要：

  A new hydrative cyclization of 1,7- and 1,8-diynyl ethers is reported. Using catalytic InI(3) and p-TSA as a cocatalyst, several 2,2-disubstituted tetrahydrofurans with exocyclic enone appendages were prepared. Reaction optimization and scope, mechanistic insight, and further transformation to a C-nucleoside analog are presented.

  DOI：

  10.1021/ol201624b

文献信息

• Indium(III)-Catalyzed Hydrative Cyclization of 1,7-Diynyl Ethers
  作者：Amanda L. Gibeau、John K. Snyder

  DOI：10.1021/ol201624b

  日期：2011.8.19

  A new hydrative cyclization of 1,7- and 1,8-diynyl ethers is reported. Using catalytic InI(3) and p-TSA as a cocatalyst, several 2,2-disubstituted tetrahydrofurans with exocyclic enone appendages were prepared. Reaction optimization and scope, mechanistic insight, and further transformation to a C-nucleoside analog are presented.