3-(1-adamantyl)-cyclopentanone

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(1-adamantyl)-cyclopentanone
• 英文别名: 3-adamantanyl-cyclopentan-1-one；3-((3r,5r,7r)-adamantan-1-yl)cyclopentan-1-one；3-(1-adamantyl)cyclopentan-1-one
• 化学式: C₁₅H₂₂O
• 分子量: 218.339
• InChiKey: RFWGTINAOOPDNW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-金刚烷醇 在 偶氮二异丁腈 、 三正丁基氢锡 、 双(三甲基硅烷基)氨基钾 作用下， 以 四氢呋喃 、 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 180.0 ℃ 、2.07 MPa 条件下， 反应 2.41h， 生成 3-(1-adamantyl)-cyclopentanone
  参考文献：
  名称：

  微波辅助叔碳自由基反应构建季碳中心

  摘要：

  开发了微波辅助叔碳自由基反应。叔黄原酸酯与缺电子烯烃的反应是由微波辐射促进的，各种偶联作用...

  DOI：

  10.1246/cl.190040

文献信息

• Acridine Photocatalysis: Insights into the Mechanism and Development of a Dual-Catalytic Direct Decarboxylative Conjugate Addition
  作者：Hang T. Dang、Graham C. Haug、Vu T. Nguyen、Ngan T. H. Vuong、Viet D. Nguyen、Hadi D. Arman、Oleg V. Larionov

  DOI：10.1021/acscatal.0c03440

  日期：2020.10.2

  Conjugate addition is one of the most synthetically useful carbon–carbon bond-forming reactions; however, reactive carbon nucleophiles are typically required to effect the addition. Radical conjugate addition provides an avenue for replacing reactive nucleophiles with convenient radical precursors. Carboxylic acids can serve as simple and stable radical precursors by way of decarboxylation, but activation

  共轭加成是合成中最有用的碳-碳键形成反应之一；然而，通常需要反应性碳亲核试剂来实现加成。自由基共轭加成提供了一种用方便的自由基前体取代反应性亲核试剂的途径。羧酸可以通过脱羧作用作为简单而稳定的自由基前体，但通常需要活化成反应性酯以促进具有挑战性的脱羧作用。在这里，我们报告了多种羧酸的直接双催化脱羧自由基共轭加成，不需要酸预活化，并且通过可见光驱动的吖啶光催化与有效的铜催化循环相结合来实现。
• Photo-Mediated Decarboxylative Giese-Type Reaction Using Organic Pyrimidopteridine Photoredox Catalysts
  作者：Firas El-Hage、Christopher Schöll、Jola Pospech

  DOI：10.1021/acs.joc.0c01955

  日期：2020.11.6

  The decarboxylative Giese-type reaction offers a versatile methodology for the radical alkylation of electron-deficient alkenes. Photo-mediated variants often require a pre-activation of carboxylic acids and/or employment of costly transition-metal photocatalysts. Herein, we present a metal-free photocatalyzed decarboxylative Giese-type addition to electron-deficient alkenes using pyrimidopteridine

  脱羧Giese型反应为缺电子烯烃的自由基烷基化提供了一种通用的方法。光介导的变体通常需要羧酸的预活化和/或使用昂贵的过渡金属光催化剂。在本文中，我们介绍了使用嘧啶蝶啶N-氧化物作为有机光氧化还原活性催化剂向缺电子烯烃中进行的无金属光催化脱羧Giese型加成反应。该协议包括单，双和三取代的脂肪族，α-氨基和α-氧基酸，以及各种缺电子的烯烃。此外，介绍了合成后的衍生化和应用。
• METHODS OF USE OF ANTIVIRAL COMPOUNDS
  申请人：Wang Jizhou

  公开号：US20110065766A1

  公开（公告）日：2011-03-17

  The present invention relates, in part, to methods of treatment, prevention, and inhibition of viral disorders. In one aspect, the present invention relates to inhibition of the M2 proton channel of influenza viruses (e.g. influenza A virus) and other similar viroporins (e.g., VP24 of Ebola and Marburg viruses; and NS3 protein of Bluetongue). The present invention further relates, inter alia, to compounds which have been shown to possess antiviral activity, in particular, inhibiting the M2 proton channel of influenza viruses.

  本发明涉及部分治疗、预防和抑制病毒性疾病的方法。在一个方面，本发明涉及抑制流感病毒（例如流感A病毒）和其他类似的病毒孔蛋白（例如埃博拉和马尔堡病毒的VP24；以及蓝舌病的NS3蛋白）的M2质子通道。本发明还涉及已被证明具有抗病毒活性的化合物，特别是抑制流感病毒M2质子通道的化合物。
• Photomediated synthesis of β-alkylketones from cycloalkanes
  作者：Daniele Dondi、Anna Maria Cardarelli、Maurizio Fagnoni、Angelo Albini

  DOI：10.1016/j.tet.2006.03.028

  日期：2006.6

  beta-Cycloalkyl ketones are prepared through a photomediated radical addition reaction onto enones starting from the corresponding alkanes (i.e., cyclopentane, -hexane, -heptane, -dodecane and adamantane). The alkyl radicals are generated via hydrogen abstraction by either an organic (benzophenone) or an inorganic (tetrabutyl ammonium decatungstate, TBADT) photomediator. Isolated yields vary in the range 30-80%. Benzophenone has to be considered as a reagent, since it is used in an equimolar amount with respect to enone and is completely consumed in the reaction. On the contrary, TBADT is shown to behave as a photocatalyst, which is active for at least 50 cycles. The potential of photomediated reactions for the generation of radicals from unusual precursors and the synthetic significance of this method are discussed. (c) 2006 Elsevier Ltd. All rights reserved.
• US8440720B2
  申请人：——

  公开号：US8440720B2

  公开（公告）日：2013-05-14