2-(2-环丙基乙炔基)-2-羟基环己酮 | 1046785-68-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-(2-环丙基乙炔基)-2-羟基环己酮
• 英文名称: 2-(2-cyclopropylethynyl)-2-hydroxycyclohexanone
• 英文别名: 2-(2-Cyclopropylethynyl)-2-hydroxycyclohexan-1-one；2-(2-cyclopropylethynyl)-2-hydroxycyclohexan-1-one
• CAS: 1046785-68-5
• 化学式: C₁₁H₁₄O₂
• 分子量: 178.231
• InChiKey: RQTXAHQCFPNPQA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(2-环丙基乙炔基)-2-羟基环己酮 在 platinum(II) chloride 作用下， 以 甲苯 为溶剂， 反应 8.0h， 以89%的产率得到2-cyclopropyl-1-oxa-spiro[4.4]non-2-en-4-one
  参考文献：
  名称：

  Pt-catalyzed cyclization/migration of propargylic alcohols for the synthesis of 3(2H)-furanones, pyrrolones, indolizines, and indolizinones

  摘要：

  Several heterocycles such as furanones, pyrrolones, and indolizines, which are of pharmacological importance, are easily accessed via the Pt(II)-catalyzed heterocyclization/1,2-migration of propargylic ketols or hydroxy imine derivatives. This method sidesteps the challenges of traditional heteroaromatic oxygenation strategies such as regioselectivity and functional group tolerance in the syntheses of these heterocycles. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.02.103
• 作为产物：
  描述：

  环丙乙炔 、 1,2-环己二酮 在 乙基溴化镁 作用下， 以 四氢呋喃 为溶剂， 以48%的产率得到2-(2-环丙基乙炔基)-2-羟基环己酮
  参考文献：
  名称：

  Pt-catalyzed cyclization/migration of propargylic alcohols for the synthesis of 3(2H)-furanones, pyrrolones, indolizines, and indolizinones

  摘要：

  Several heterocycles such as furanones, pyrrolones, and indolizines, which are of pharmacological importance, are easily accessed via the Pt(II)-catalyzed heterocyclization/1,2-migration of propargylic ketols or hydroxy imine derivatives. This method sidesteps the challenges of traditional heteroaromatic oxygenation strategies such as regioselectivity and functional group tolerance in the syntheses of these heterocycles. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.02.103

文献信息

• Pt-catalyzed cyclization/migration of propargylic alcohols for the synthesis of 3(2H)-furanones, pyrrolones, indolizines, and indolizinones
  作者：Eric M. Bunnelle、Cameron R. Smith、Sharon K. Lee、Surendra W. Singaram、Allison J. Rhodes、Richmond Sarpong

  DOI：10.1016/j.tet.2008.02.103

  日期：2008.7

  Several heterocycles such as furanones, pyrrolones, and indolizines, which are of pharmacological importance, are easily accessed via the Pt(II)-catalyzed heterocyclization/1,2-migration of propargylic ketols or hydroxy imine derivatives. This method sidesteps the challenges of traditional heteroaromatic oxygenation strategies such as regioselectivity and functional group tolerance in the syntheses of these heterocycles. (C) 2008 Elsevier Ltd. All rights reserved.