4-fluorophenylboronic acid | 929521-22-2

• 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-fluorophenylboronic acid
• 英文别名: (4-Fluorophenyl)-dimethylborane
• CAS: 929521-22-2
• 化学式: C₈H₁₀BF
• 分子量: 135.977
• InChiKey: FNSUYYDVFKXSTE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.79
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-fluorophenylboronic acid 、 tert-butyl N-(8-methyl-4-methylsulfanyl-5-oxoindeno[1,2-d]pyrimidin-2-yl)-N-[(2-methylpropan-2-yl)oxycarbonyl]carbamate 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 噻吩-2-甲酸亚铜(I) 作用下， 以 1,4-二氧六环 为溶剂， 生成
  参考文献：
  名称：

  Methylene amine substituted arylindenopyrimidines as potent adenosine A2A/A1 antagonists

  摘要：

  A novel series of arylindenopyrimidines were identified as A(2A) and A(1) receptor antagonists. The series was optimized for in vitro activity by substituting the 8- and 9-positions with methylene amine substituents. The compounds show excellent activity in mouse models of Parkinson's disease when dosed orally. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.03.042

文献信息

• One-Pot Dual Substitutions of Bromobenzyl Chloride, 2-Chloromethyl-6-halogenoimidazo[1,2-<i>a</i>]pyridine and -[1,2-<i>b</i>]pyridazine by Suzuki-Miyaura Cross-Coupling Reactions
  作者：Nicolas Henry、Cécile Enguehard-Gueiffier、Isabelle Thery、Alain Gueiffier

  DOI：10.1002/ejoc.200800544

  日期：2008.10

  very simple, mild and inexpensive palladium-catalyzed cross-coupling of (hetero)arylboronic acids with benzylic halides occurs in good yield. This method was successfully expanded to two heterocyclic electrophiles and allowed one-pot dual substitutions of bromobenzyl chloride, 2-chloromethyl-6-halogenoimidazo[1,2-a]pyridine or -[1,2-b]pyridazine, leading to numerous new unsymmetrical methylene-linked

  (杂)芳基硼酸与苄基卤化物的非常简单、温和且廉价的钯催化交叉偶联以良好产率发生。该方法成功地扩展到两个杂环亲电试剂，并允许溴苄基氯、2-氯甲基-6-卤代咪唑并[1,2-a]吡啶或-[1,2-b]哒嗪的一锅双取代，导致许多新的不对称亚甲基连接的联芳系统。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)
• Electrochemical Annulation of <i>ortho</i>‐Alkynylbiphenyls to Fused Sulfenyl Phenanthrenes and Spiro Cyclohexenone Indenes
  作者：Anil Balajirao Dapkekar、Jakkula Naveen、Gedu Satyanarayana

  DOI：10.1002/adsc.202300905

  日期：2024.1.9

  10 mA in an undivided cell setup by utilizing CH3CN as a solvent and LiClO4 as an electrolyte at room temperature. Notably, the present strategy enabled the formation of sulfenylphenanthrenes and sulfenyl spiro cyclohexa[4.5]trienones in 70%–95% yield. Scale-up synthesis, mechanistic studies, and cyclic voltammetry have also been carried out.

  在这里，我们提出了以邻炔基联苯和二芳基二硫化物为原料，电化学诱导合成 9-硫基芳基菲和 3'-硫基芳基螺环己[4.5]三烯酮。该方法是通过在室温下使用CH 3 CN作为溶剂和LiClO 4作为电解质在未分割的电池装置中进行10mA的恒流电解来完成的。值得注意的是，本策略能够以 70%–95% 的产率形成硫基菲和硫基螺环己[4.5]三烯酮。还进行了放大合成、机理研究和循环伏安法。