4-(o-nitrophenyl)-3-butyne-1-ol | 209967-16-8

• 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: 4-(o-nitrophenyl)-3-butyne-1-ol
• 英文别名: 4-(2-nitrophenyl)but-3-yn-1-ol
• CAS: 209967-16-8
• 化学式: C₁₀H₉NO₃
• 分子量: 191.186
• InChiKey: XOEXBZGUDSMAAE-UHFFFAOYSA-N

物化性质

• 沸点：
  365.1±27.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(o-nitrophenyl)-3-butyne-1-ol 在 盐酸 、 tin 、 sodiumsulfide nonahydrate 、 水 作用下， 以 乙醇 为溶剂， 反应 8.0h， 以74%的产率得到1-(2-aminophenyl)-4-hydroxy-butan-1-one
  参考文献：
  名称：

  A Highly Effective One-Pot Synthesis of Quinolines from 2-Alkynylnitrobenzenes

  摘要：

  A highly effective one-pot synthesis of poly-substituted quinolines from 2-alkynylnitrobenzenes using inexpensive reagents has been developed. Reaction of 2-alkynylnitrobenzenes with Sn/HCl in EtOH resulted in the formation of 2-aminophenyl ketones and subsequently condensed in situ with ketones to form tri-substituted quinolines in 80-97% yields.

  DOI：

  10.3987/com-09-11890
• 作为产物：
  描述：

  2-硝基碘苯 、 3-丁炔-1-醇 生成 4-(o-nitrophenyl)-3-butyne-1-ol
  参考文献：
  名称：

  A Highly Effective One-Pot Synthesis of Quinolines from 2-Alkynylnitrobenzenes

  摘要：

  A highly effective one-pot synthesis of poly-substituted quinolines from 2-alkynylnitrobenzenes using inexpensive reagents has been developed. Reaction of 2-alkynylnitrobenzenes with Sn/HCl in EtOH resulted in the formation of 2-aminophenyl ketones and subsequently condensed in situ with ketones to form tri-substituted quinolines in 80-97% yields.

  DOI：

  10.3987/com-09-11890

文献信息

• A mild inter- and intramolecular amination of aryl halides with a combination of CuI and CsOAc
  作者：Tetsuji Kubo、Chiharu Katoh、Ken Yamada、Kentaro Okano、Hidetoshi Tokuyama、Tohru Fukuyama

  DOI：10.1016/j.tet.2008.09.042

  日期：2008.12

  combination of CuI and CsOAc was found to catalyze aryl amination under mild conditions. The reaction takes place at room temperature or at 90 °C with broad functional group compatibility. The intramolecular reaction was able to form five-, six-, and seven-membered rings with various protecting groups on the nitrogen atom. The scope of the intermolecular amination, as well as its applications to unsymmetrical

  发现CuI和CsOAc的独特组合在温和条件下催化芳基胺化。该反应在室温或90°C下进行，具有广泛的官能团相容性。分子内反应能够形成在氮原子上具有各种保护基的五元，六元和七元环。研究了分子间胺化的范围及其在不对称的N，N'-二烷基化苯二胺上的应用。
• [EN] ORGANIC COMPOUNDS<br/>[FR] COMPOSES ORGANIQUES
  申请人：SPEEDEL EXPERIMENTA AG

  公开号：WO2005061457A1

  公开（公告）日：2005-07-07

  Novel substituted piperidines of the general formulae (I) and (II) with the substituent definitions as explained in detail in the description are described. The compounds are suitable in particular as renin inhibitors and are highly potent.

  描述了一种具有一般式(I)和(II)的新型替代哌啶化合物，其中详细说明了取代基定义。这些化合物特别适用作为肾素抑制剂，并且具有很高的效力。
• Diastereoselective Synthesis of Substituted Tetrahydrofurans via Prins Cyclization of Enol Ethers
  作者：Paramartha Gogoi、Vijay K. Das、Anil K. Saikia

  DOI：10.1021/jo501197y

  日期：2014.9.19

  Indium triflate can be efficiently used for Prins cyclization of acrylyl enol ethers to give tetrahydrofuran ring stereo- and regioselectively in good yields. The formation of five-membered rings is against the Baldwin’s rule.

  三氟甲磺酸铟可有效地用于丙烯酰基烯醇醚的Prins环化反应，从而以良好的收率选择性立体和区域选择性地产生四氢呋喃环。五元环的形成与鲍德温的统治背道而驰。
• Aryne intermediates and a process for the preparation thereof
  申请人：American Cyanamid Company

  公开号：US05856576A1

  公开（公告）日：1999-01-05

  There are provided aryne intermediates of formula I, useful in the manufacture of herbicidal compounds. ##STR1## Also provided is a method to prepare the formula I intermediates via the palladium catalyzed coupling of an o-halonitrobenzene or o-haloaniline with 3-butyne-1-ol.

  提供了式I的芳炔中间体，可用于制造除草剂化合物。##STR1##还提供了一种通过钯催化偶联o-卤代硝基苯或o-卤代苯胺与3-丁炔-1-醇制备式I中间体的方法。
• Synthesis of Tetrahydrofuro[2,3-&lt;i&gt;d&lt;/i&gt;]oxazoles and Oxazoles by Hypervalent Iodine (III)-Promoted [2 + 2 + 1] Annulation
  作者：Hiroaki Ishida、Shoya Homma、Ryota Kasuga、Keiko Yamamoto、Toshimasa Itoh

  DOI：10.1248/cpb.c21-01001

  日期：2022.3.1

  bistriflimide efficiently promotes three-component regioselective cyclization of tetrahydrofuro[2,3-d]oxazoles and oxazoles from homopropargyl alcohols bearing a phenyl group, with different substituents on the aryl alkyne compounds affecting the selectivity of the resulting product. Utilizing the hydroxyethyl oxazole derivatives obtained in this research could aid in the development of various peroxisome

  高价碘试剂与双曲马特的反应有效地促进了四氢呋喃[2,3- d ]恶唑和恶唑从带有苯基的高炔丙醇中的三组分区域选择性环化，芳基炔烃化合物上的不同取代基影响所得产物的选择性. 利用本研究中获得的羟乙基恶唑衍生物有助于开发各种过氧化物酶体增殖物激活受体激动剂衍生物。 全尺寸图像