(Z)-4-Hydroxy-4-(4-nitro-phenyl)-but-3-en-2-one | 150444-55-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (Z)-4-Hydroxy-4-(4-nitro-phenyl)-but-3-en-2-one
• 英文别名: (Z)-4-hydroxy-4-(4-nitrophenyl)but-3-en-2-one
• CAS: 150444-55-6
• 化学式: C₁₀H₉NO₄
• 分子量: 207.186
• InChiKey: JKKMWHRAABDAAH-POHAHGRESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  83.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  三甲基氯硅烷 、 (Z)-4-Hydroxy-4-(4-nitro-phenyl)-but-3-en-2-one 在 三乙胺 作用下， 以 苯 为溶剂， 反应 72.0h， 以92%的产率得到(Z)-4-(4-nitrophenyl)-4-((trimethylsilyl)oxy)but-3-en-2-one
  参考文献：
  名称：

  Synthesis of functionalized 6(5H)-phenanthridinones based on a [3+3]-cyclocondensation/lactamization strategy

  摘要：

  Functionalized 6(5H)-phenanthridinones (dibenzo[b,d]pyrid-6-ones) were prepared by [3+3]-cyclocondensation of 1-trimethylsilyloxy-1,3-butadienes with nitro-substituted 1-aryl-1-silyloxy-1-en-3-ones and subsequent reductive lactamization. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.05.067
• 作为产物：
  描述：

  4-硝基苯甲酰氯 、 丙酮 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 以43%的产率得到(Z)-4-Hydroxy-4-(4-nitro-phenyl)-but-3-en-2-one
  参考文献：
  名称：

  Synthesis of functionalized 6(5H)-phenanthridinones based on a [3+3]-cyclocondensation/lactamization strategy

  摘要：

  Functionalized 6(5H)-phenanthridinones (dibenzo[b,d]pyrid-6-ones) were prepared by [3+3]-cyclocondensation of 1-trimethylsilyloxy-1,3-butadienes with nitro-substituted 1-aryl-1-silyloxy-1-en-3-ones and subsequent reductive lactamization. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.05.067

文献信息

• PESTICIDAL COMPOSITIONS
  申请人：Dow AgroSciences LLC

  公开号：US20150080326A1

  公开（公告）日：2015-03-19

  The invention disclosed in this document is related to the field of pesticides and their use in controlling pests. A compound having the following structure is disclosed.

  本文件所披露的发明涉及杀虫剂及其在控制害虫方面的使用领域。披露了一种具有以下结构的化合物。
• Photo‐Catalyzed Acyl Azolium Promoted Selective <i>α</i>‐C(sp³)−H Acylation of Acetone via HAT: Access to Thermodynamically Less Favoured (<i>Z</i>)‐<i>α,β‐</i>Unsaturated Ketones
  作者：Chandrasekaran Sivaraj、Debabrata Maiti、Thirumanavelan Gandhi

  DOI：10.1002/chem.202303626

  日期：2024.2.21

  Mono α‐acylation of acetone has been achieved for the first time by reacting with bench‐stable acyl azolium salts under violet‐LED light at room temperature. The intermolecular hydrogen atom transfer (HAT) from acetone to triplet state of azolium salts under violet LED irradiation resulted in thermodynamically less favourable (Z)‐α,β‐unsaturated ketones with up to 99 : 1 selectivity via C−C bond formation. This compelling protocol access the desired α‐C(sp³)−H acylation product under metal‐, ligand‐ and oxidant‐free conditions on a wide range of substrates.

  摘要在室温紫外 LED 灯下，通过与台式稳定的酰基唑盐反应，首次实现了丙酮的单α-酰化。在紫光 LED 的照射下，分子间氢原子转移（HAT）从丙酮转移到三重态的偶氮鎓盐，通过 C-C 键的形成产生热力学上较不利的 (Z)-α,β-不饱和酮，其选择性高达 99 ：1 的选择性。在无金属、配体和氧化剂的条件下，这一引人注目的方法可在多种底物上获得所需的α-C(sp3)-H酰化产物。
• US9732109B2
  申请人：——

  公开号：US9732109B2

  公开（公告）日：2017-08-15
• Synthesis of functionalized 6(5H)-phenanthridinones based on a [3+3]-cyclocondensation/lactamization strategy
  作者：Mirza A. Yawer、Ibrar Hussain、Inam Iqbal、Anke Spannenberg、Peter Langer

  DOI：10.1016/j.tetlet.2008.05.067

  日期：2008.7

  Functionalized 6(5H)-phenanthridinones (dibenzo[b,d]pyrid-6-ones) were prepared by [3+3]-cyclocondensation of 1-trimethylsilyloxy-1,3-butadienes with nitro-substituted 1-aryl-1-silyloxy-1-en-3-ones and subsequent reductive lactamization. (c) 2008 Elsevier Ltd. All rights reserved.