adamantane-2-spiro-3'-1',2',4',5'-tetraoxane-6'-spiro-1''-cyclopentane | 1094165-44-2

• 分子结构分类: 有机化合物 - 有机氧化合物 - 有机氧化物
• 英文名称: adamantane-2-spiro-3'-1',2',4',5'-tetraoxane-6'-spiro-1''-cyclopentane
• CAS: 1094165-44-2
• 化学式: C₁₅H₂₂O₄
• 分子量: 266.337
• InChiKey: QMWFYXPUAFCIOQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  环戊酮 在 bismuth(lll) trifluoromethanesulfonate 、 双氧水 作用下， 以 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 1.0h， 生成 adamantane-2-spiro-3'-1',2',4',5'-tetraoxane-6'-spiro-1''-cyclopentane
  参考文献：
  名称：

  A facile and efficient Bi(III) catalyzed synthesis of 1,1-dihydroperoxides and 1,2,4,5-tetraoxanes

  摘要：

  Bismuth triflate is a remarkably efficient and mild catalyst for the synthesis of both 1,1-dihydroperoxides and 1,2,4,5-tetraoxanes. The successful application of this methodology for the synthesis of both symmetrical and unsymmetrical tetraoxanes is demonstrated. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.07.001

文献信息

• Heteropoly acid/NaY zeolite as a reusable solid catalyst for highly efficient synthesis of gem-dihydroperoxides and 1,2,4,5-tetraoxanes
  作者：Kaveh Khosravi、Mojgan Zendehdel、Shirin Naserifar、Fatemeh Tavakoli、Kobra Khalaji、Atefeh Asgari

  DOI：10.3184/174751916x14792244600532

  日期：2016.12

  gem-Dihydroperoxides and 1,2,4,5-tetraoxanes were synthesised from aldehydes and ketones catalysed by heteropoly acid/NaY zeolite (HPA/NaY) as a new, effective and reusable solid catalyst using 30% aqueous hydrogen peroxide at room temperature. The reactions proceeded with high rates and excellent yields.

  在室温下，使用 30% 过氧化氢水溶液，在杂多酸/NaY 沸石 (HPA/NaY) 的催化下，合成了 gem-二氢过氧化物和 1,2,4,5-四恶烷，作为一种新型、有效且可重复使用的固体催化剂。反应以高速率和优异的产率进行。
• Broadly Applicable Synthesis of 1,2,4,5-Tetraoxanes
  作者：Prasanta Ghorai、Patrick H. Dussault

  DOI：10.1021/ol8023874

  日期：2009.1.1

  Re(2)O7 is a mild and efficient catalyst for the high-yielding condensation of 1,1-dihydroperoxides with ketones or aldehydes to form 1,2,4,5-tetraoxanes, Including targets not easily prepared via existing methodology. When applied in tandem with a recently reported Re(VII)-catalyzed synthesis of 1,1-dihydroperoxides, the reaction provides a high-yielding one-pot conversion of ketones or aldehydes to tetraoxanes.
• A facile and efficient Bi(III) catalyzed synthesis of 1,1-dihydroperoxides and 1,2,4,5-tetraoxanes
  作者：Koneni V. Sashidhara、Srinivasa Rao Avula、L. Ravithej Singh、Gopala Reddy Palnati

  DOI：10.1016/j.tetlet.2012.07.001

  日期：2012.9

  Bismuth triflate is a remarkably efficient and mild catalyst for the synthesis of both 1,1-dihydroperoxides and 1,2,4,5-tetraoxanes. The successful application of this methodology for the synthesis of both symmetrical and unsymmetrical tetraoxanes is demonstrated. (C) 2012 Elsevier Ltd. All rights reserved.