2-(3-bromophenyl)but-3-yn-2-ol

• 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: 2-(3-bromophenyl)but-3-yn-2-ol
• 化学式: C₁₀H₉BrO
• 分子量: 225.085
• InChiKey: JPFUTZFCHXUALW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  12
• 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：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(3-bromophenyl)but-3-yn-2-ol 在 硫酸 、 mercury(II) oxide 作用下， 生成 3-(3-Bromophenyl)-3-hydroxybutan-2-one
  参考文献：
  名称：

  Analogues of Acifran:  Agonists of the High and Low Affinity Niacin Receptors, GPR109a and GPR109b

  摘要：

  Recently identified GPCRs, GPR109a and GPR109b, the high and low affinity receptors for niacin, may represent good targets for the development of HDL elevating drugs for the treatment of atherosclerosis. Acifran, an agonist of both receptors, has been tested in human subjects, yet until recently very few analogs had been reported. We describe a series of acifran analogs prepared using newly developed synthetic pathways and evaluated as agonists for GPR109a and GPR109b, resulting in identification of compounds with improved activity at these receptors.

  DOI：

  10.1021/jm070022x
• 作为产物：
  描述：

  乙炔钠 、 3'-溴苯乙酮 以 四氢呋喃 、 5,5-dimethyl-1,3-cyclohexadiene 、 mineral oil 为溶剂， 生成 2-(3-bromophenyl)but-3-yn-2-ol
  参考文献：
  名称：

  炔烃的过渡金属自由基自由基氢三氟甲基化

  摘要：

  容易获得且稳定的CF 3 SO 2 Na和t BuOOH的组合有效地用于炔烃的加氢三氟甲基化。在烯烃的合成中表现出优异的反选择性。发达的温和反应条件可以抑制竞争性的Meyer–Schuster型重排。

  DOI：

  10.1002/ejoc.201800291

文献信息

• (Diacetoxyiodo)benzene-Mediated Reaction of Ethynylcarbinols: Entry to α,α′-Diacetoxy Ketones and Glycerol Derivatives
  作者：Qing-Rong Liu、Cheng-Xue Pan、Xiao-Pan Ma、Dong-Liang Mo、Gui-Fa Su

  DOI：10.1021/acs.joc.5b00740

  日期：2015.6.19

  Efficient access to α,α′-diacetoxy ketones has been developed from ethynylcarbinols and PhI(OAc)2. A plausible mechanism for this was proposed on the basis of experimental studies. The usefulness of α,α′-diacetoxy ketone products has been documented, and glycerol derivatives can be easily synthesized in good yields via a one-pot reaction.

  从乙炔基甲醇和PhI（OAc）2已经开发出有效接触α，α'-二乙酰氧基酮的方法。在实验研究的基础上，提出了一个可行的机制。已经证明了α，α′-二乙酰氧基酮产物的有用性，并且可以通过一锅法容易地以高收率合成甘油衍生物。
• [EN] GPR84 ANTAGONISTS AND USES THEREOF<br/>[FR] ANTAGONISTES DE GPR84 ET LEURS UTILISATIONS
  申请人：LIMINAL BIOSCIENCES LTD

  公开号：WO2022167457A1

  公开（公告）日：2022-08-11

  The present invention provides compounds of formula (I), compositions thereof, and methods of using the same for the inhibition of GPR84, and the treatment of GPR84-mediated disorders.

  本发明提供了式（I）化合物，其组成物以及使用它们来抑制GPR84和治疗GPR84介导的疾病的方法。
• Radical Hydro-Fluorosulfonylation of Propargylic Alcohols via Electron Donor–Acceptor Photoactivation
  作者：Yingyin Zhang、Qingyuan Feng、Yu Zheng、Yanju Lu、Saihu Liao、Shenlin Huang

  DOI：10.1021/acs.orglett.4c00010

  日期：2024.2.23

  photoactivation of the electron donor–acceptor (EDA) complex. The reaction avoids the requirement for photocatalysts, bases, hydrogen donor reagents, any other additives, and harsh conditions, enabling the facile synthesis of various functionalized γ-hydroxy (E)-alkenylsulfonyl fluorides. These multifunctional sulfonyl fluorides can be further diversified, providing access to various privileged molecules

  基于电子供体-受体 (EDA) 复合物的光活化，提出了使用 FSO 2 Cl 进行炔丙醇的自由基氢氟磺酰化。该反应不需要光催化剂、碱、供氢试剂、任何其他添加剂和苛刻的条件，从而能够轻松合成各种官能化的γ-羟基( E )-烯基磺酰氟。这些多功能磺酰氟可以进一步多样化，提供各种具有生物相关性的特殊分子。
• Iodobenzene-catalyzed synthesis of <font>α</font>,<font>α</font>′-dihydroxy ketones: In situ generation of [bis(trifluoroacetoxy)iodo]benzene
  作者：Chengqun Chen、Minghua You、Hong Chen

  DOI：10.1080/00397911.2015.1121279

  日期：2016.1.2

  Exposure of ethynyl carbinols to oxone/(CF3CO)(2)O in the presence of a catalytic amount of iodobenzene afforded ,-dihydroxy ketones in good yield, which are common structural motifs in natural products and biologically active compounds. Compared with traditional methods, this method is more convenient and avoids using stoichiometric amounts of hypervalent iodine reagents.
• Transition‐Metal‐Free Radical Hydrotrifluoromethylation of Alkynes
  作者：Kiran Matcha、Andrey P. Antonchick

  DOI：10.1002/ejoc.201800291

  日期：2019.1.23

  A combination of readily available and bench‐stable CF3SO2Na and tBuOOH was efficiently used for hydrotrifluoromethylation of alkynes. An excellent trans‐selectivity was demonstrated in the synthesis of alkenes. The developed mild reaction conditions allow the supression of the competing Meyer–Schuster‐type rearrangement.

  容易获得且稳定的CF 3 SO 2 Na和t BuOOH的组合有效地用于炔烃的加氢三氟甲基化。在烯烃的合成中表现出优异的反选择性。发达的温和反应条件可以抑制竞争性的Meyer–Schuster型重排。