1-(2-(2-n-butylethynyl)phenyl)-5-heptyn-1-one | 1236191-00-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(2-(2-n-butylethynyl)phenyl)-5-heptyn-1-one
• 英文别名: 1-(2-Hex-1-ynylphenyl)hept-5-yn-1-one
• CAS: 1236191-00-6
• 化学式: C₁₉H₂₂O
• 分子量: 266.383
• InChiKey: WJRZMYNKLBJMRZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(2-(2-n-butylethynyl)phenyl)-5-heptyn-1-one 在 gold(III) chloride 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 1.5h， 以70%的产率得到n-butyl-(4-methyl-2,3-dihydro-1H-cyclopenta[a]naphthalen-5-yl)-methanone
  参考文献：
  名称：

  An open-and-shut strategy: preparation of benzo-fused indanes by ring-opening of a vinylogous acyl triflate and metal-catalyzed Asao–Yamamoto benzannulation

  摘要：

  A two-step strategy for the synthesis of benzo-fused indanes is outlined herein. The strategy draws on two independent methodologies: the tandem addition/fragmentation of vinylogous acyl triflates (VATs) and the intramolecular benzannulation of o-alkynylphenyl ketones. Reduction of this strategy to practice involves the use of aryltriazenes as masked aryl iodides; a synthetic equivalent of 2-iodophenyllithium is featured. Benzo-fused indanes are prepared efficiently and in high yield. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.03.014
• 作为产物：
  描述：

  1-(2-Iodophenyl)hept-5-yn-1-one 、 1-己炔 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以85%的产率得到1-(2-(2-n-butylethynyl)phenyl)-5-heptyn-1-one
  参考文献：
  名称：

  An open-and-shut strategy: preparation of benzo-fused indanes by ring-opening of a vinylogous acyl triflate and metal-catalyzed Asao–Yamamoto benzannulation

  摘要：

  A two-step strategy for the synthesis of benzo-fused indanes is outlined herein. The strategy draws on two independent methodologies: the tandem addition/fragmentation of vinylogous acyl triflates (VATs) and the intramolecular benzannulation of o-alkynylphenyl ketones. Reduction of this strategy to practice involves the use of aryltriazenes as masked aryl iodides; a synthetic equivalent of 2-iodophenyllithium is featured. Benzo-fused indanes are prepared efficiently and in high yield. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.03.014

文献信息

• An open-and-shut strategy: preparation of benzo-fused indanes by ring-opening of a vinylogous acyl triflate and metal-catalyzed Asao–Yamamoto benzannulation
  作者：David M. Jones、Gregory B. Dudley

  DOI：10.1016/j.tet.2010.03.014

  日期：2010.6

  A two-step strategy for the synthesis of benzo-fused indanes is outlined herein. The strategy draws on two independent methodologies: the tandem addition/fragmentation of vinylogous acyl triflates (VATs) and the intramolecular benzannulation of o-alkynylphenyl ketones. Reduction of this strategy to practice involves the use of aryltriazenes as masked aryl iodides; a synthetic equivalent of 2-iodophenyllithium is featured. Benzo-fused indanes are prepared efficiently and in high yield. (C) 2010 Elsevier Ltd. All rights reserved.