1-(4-Bromophenyl)hex-2-yn-1-ol | 1369593-18-9

• 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: 1-(4-Bromophenyl)hex-2-yn-1-ol
• CAS: 1369593-18-9
• 化学式: C₁₂H₁₃BrO
• 分子量: 253.139
• InChiKey: IXZMZDISNKGSBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  1-(4-Bromophenyl)hex-2-yn-1-ol 在 盐酸 、 Jones reagent 、 水 、 sodium hydroxide 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 2.0h， 生成 3-Amino-6-(4-bromophenyl)-4-propylpyran-2-one
  参考文献：
  名称：

  Synthesis and biological evaluation of 3-amino-2-pyrones as selective cyclooxygenase-1 (COX-1) inhibitors

  摘要：

  A group of 3-amino-2-pyrones were synthesized and their biological activities were evaluated for inhibiting cyclooxygenase (COX) activity. This study has led to the identification of COX-1-selective inhibitors. Among the tested compounds, the compound 5j exhibited the most potent COX-1 inhibitory activity (IC50 = 19.32 mu g/mL) and COX-1 selectivity index (SI = 41.98). (C) 2013 Qing-Fa Zhou. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2013.01.005
• 作为产物：
  描述：

  1-戊炔 、 对溴苯甲醛 在 乙基溴化镁 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 生成 1-(4-Bromophenyl)hex-2-yn-1-ol
  参考文献：
  名称：

  Synthesis and biological evaluation of 3-amino-2-pyrones as selective cyclooxygenase-1 (COX-1) inhibitors

  摘要：

  A group of 3-amino-2-pyrones were synthesized and their biological activities were evaluated for inhibiting cyclooxygenase (COX) activity. This study has led to the identification of COX-1-selective inhibitors. Among the tested compounds, the compound 5j exhibited the most potent COX-1 inhibitory activity (IC50 = 19.32 mu g/mL) and COX-1 selectivity index (SI = 41.98). (C) 2013 Qing-Fa Zhou. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2013.01.005

文献信息

• Copper-Catalyzed Hydroxyl-Directed Aminoarylation of Alkynes
  作者：Jiaqiong Sun、Guangfan Zheng、Tao Xiong、Qiao Zhang、Jinbo Zhao、Yan Li、Qian Zhang

  DOI：10.1021/acscatal.6b00759

  日期：2016.6.3

  A facile, copper-catalyzed aminoarylation reaction of various aryl/alkyl alkynes was realized by utilizing N-fluoroarylsulfonimides (NFSI) as aminoarylation or amination reagent with hydroxyl as directing group. With this methodology, various α,β-unsaturated carbonyl compounds and indenones were efficiently constructed, and the synthetic application for indole derivatives was also provided. The aminoarylation

  利用N-氟芳基磺酰亚胺（NFSI）作为氨基芳基化或胺化试剂，以羟基为导向基团，实现了各种芳基/烷基炔烃的简便的铜催化的氨基芳基化反应。利用该方法，可以有效地构建各种α，β-不饱和羰基化合物和茚满，并提供了吲哚衍生物的合成应用。氨基芳基化反应是通过在C-C三键/ C-乙烯基-C芳基键的形成过程中将铜配位的氮自由基区域特异性加成来进行的，随后进行其他一系列自由基过程。
• Palladium-catalyzed one-pot synthesis of polysubstituted furans from alkynoates and 2-yn-1-ols
  作者：Huawen Huang、Huanfeng Jiang、Hua Cao、Jinwu Zhao、Dabin Shi

  DOI：10.1016/j.tet.2011.12.033

  日期：2012.4

  Easily accessible propargyl vinyl ethers are found to be acyclic precursors to construct furan derivatives. According to the reactive behavior of the substrates and the regulation of reaction conditions, three synthetic routes to polysubstituted furans via palladium-catalyzed reactions of propargyl vinyl ethers in situ-prepared from alkynoates and 2-yn-1-ols are presented herein. These methods could have potential application in synthetic and pharmaceutical chemistry for its facilitation and accessible starting materials. (C) 2011 Elsevier Ltd. All rights reserved.