potassium 4-pentenyl trifluoroborate

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 硼酸衍生物
• 英文名称: potassium 4-pentenyl trifluoroborate
• 英文别名: Potassium trifluoro(pent-4-EN-1-YL)boranuide；potassium;trifluoro(pent-4-enyl)boranuide
• 化学式: C₅H₉BF₃*K
• 分子量: 176.031
• InChiKey: ZQLLVPDATMBWCB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  potassium 4-pentenyl trifluoroborate 、 全氟辛基碘烷 在 tris(2,2'-bipyridyl)ruthenium dichloride 、 sodium ascorbate 作用下， 以 丙酮 为溶剂， 反应 24.0h， 以68%的产率得到potassium 4-iodo-6,6,7,7,8,8,9,9,10,10,11,11,12,12,13,13,13-heptadecafluorotridecyltrifluoroborate
  参考文献：
  名称：

  将光氧化还原催化与烯丙基硼化合并。不饱和烷基三氟硼酸钾的光化学全氟烷基化和氟化醇的合成

  摘要：

  使用[Ru（bpy）3 ] Cl 2或[Ru ]的淬灭猝灭反应，将全氟烷基碘化物的可见光介导的原子转移自由基加成（ATRA）生成1-戊烯-5-基-，乙烯基-和烯丙基三氟硼酸钾。（bpy）3 ]（PF 6）2描述。使用操作简单且温和的方案，以中等至高收率获得了相应的含全氟烷基的三氟硼酸钾。在烯丙基三氟硼酸钾的情况下，使用丙酮作为溶剂导致烯丙基硼化，然后是全氟烷基碘的ATRA到所形成的均烯丙基醇。开发了一种一锅法，用于使用烯丙基三氟硼酸钾，全氟烷基碘化物和选定的脂肪族酮来合成一系列氟化醇。

  DOI：

  10.1016/j.tetlet.2018.05.086
• 作为产物：
  描述：

  magnesium,pent-1-ene,bromide 在 硼酸三甲酯 、 potassium hydrogen difluoride 作用下， 以 乙醚 、 水 为溶剂， 反应 3.5h， 以66%的产率得到potassium 4-pentenyl trifluoroborate
  参考文献：
  名称：

  铃木-宫浦相继与烯基和烷基三氟硼酸酯的一键合成一元合成三取代共轭二烯

  摘要：

  描述了在存在Pd（PPh 3）4的情况下先后使用多种烯基三氟硼酸酯和随后的烷基三氟硼酸酯对1,1-二溴烯烃进行的顺序立体选择性解构。该合成方法在温和的反应条件下在一锅中顺利进行，从而以优异的产率提供相应的三取代的共轭二烯。而且，该方法在操作上非常简单，因为有机三氟硼酸盐在空气中稳定，并且副产物是无害的无机盐。

  DOI：

  10.1021/jo052636k

文献信息

• DERIVATIVES OF QUINOLINE AS INHIBITORS OF DYRK1A AND/OR DYRK1B KINASES
  申请人：Felicitex Therapeutics, Inc.

  公开号：US20180179199A1

  公开（公告）日：2018-06-28

  The present invention relates to the compound of formula (I) and salts, stereoisomers, tautomers or N-oxides thereof. The present invention is further concerned with the use of such a compound or salt, stereoisomer, tautomer or N-oxide thereof as medicament and a pharmaceutical composition comprising said compound.

  本发明涉及化学式（I）的化合物及其盐、立体异构体、互变异构体或N-氧化物。本发明进一步涉及将这种化合物或盐、立体异构体、互变异构体或N-氧化物用作药物的用途，以及包含该化合物的药物组合物。
• Photoredox-Catalyzed Multicomponent Petasis Reaction with Alkyltrifluoroborates
  作者：Jun Yi、Shorouk O. Badir、Rauful Alam、Gary A. Molander

  DOI：10.1021/acs.orglett.9b01747

  日期：2019.6.21

  A redox-neutral alkyl Petasis reaction has been developed that proceeds via photoredox catalysis. A diverse set of primary, secondary, and tertiary alkyltrifluoroborates participate effectively in this reaction through a single-electron transfer mechanism, in contrast to the traditional two-electron Petasis reaction, which accommodates only unsaturated boronic acids. This protocol is ideal to diversify

  已经开发了通过光氧化还原催化进行的氧化还原中性烷基Petasis反应。与传统的仅容纳不饱和硼酸的两电子Petasis反应相反，各种各样的伯，仲和叔烷基三氟硼酸酯通过单电子转移机制有效地参与了该反应。该协议是使苄型和乙二醛衍生的醛，苯胺和三氟硼酸烷基酯多样化的理想选择，可快速组装具有较高分子复杂性的文库，这些文库对制药和农业化学领域至关重要。
• A Convergent, Modular Approach to Functionalized 2,1-Borazaronaphthalenes from 2-Aminostyrenes and Potassium Organotrifluoroborates
  作者：Steven R. Wisniewski、Courtney L. Guenther、O. Andreea Argintaru、Gary A. Molander

  DOI：10.1021/jo402616w

  日期：2014.1.3

  Azaborines are an important class of compounds with applications in both medicinal chemistry and materials science. The first borazaronaphthalene, 2-chloro-2,1-borazaronaphthalene, was reported in 1959; however, access to more highly functionalized substructures has been limited because of the harsh reaction conditions required to displace the chloride on boron. A convergent approach has been developed to synthesize disubstituted 2,1-borazaronaphthalenes from N-substituted 2-aminostyrenes and potassium organotrifluoroborates, where the potassium organotrifluoroborate is converted to the active R-BX2 species (X = Cl or F) in situ by addition of a fluorophile. Starting from aryl-, heteroaryl-, alkynyl-, alkenyl-, and alkyltrifluoroborates, a library of highly functionalized 2,1-borazaronaphthalenes were synthesized in one step under mild, transition-metal-free conditions.
• Orthogonal Reactivity in Boryl-Substituted Organotrifluoroborates
  作者：Gary A. Molander、Deidre L. Sandrock

  DOI：10.1021/ja807076d

  日期：2008.11.26

  A method was developed for the hydroboration of alkenyl-containing organotrifluoroborates to generate dibora intermediates. The reactivity differences between organotrifluoroborates and trialkylboranes facilitated the cross-coupling of the borane moiety of these intermediates in a highly chemoselective fashion with aryl halides, leaving the trifluoroborate intact for subsequent transformation. A one-pot hydroboration/two-directional cross-coupling sequence was also demonstrated, providing the fully elaborated products in good yields. These conditions were also amenable in the cross-coupling of trialkylboranes to halo-containing organotrifluoroborates. The stability of the trifluoroborate moiety to these conditions allows simple and efficient strategies for complex molecule construction.
• Merging photoredox catalysis with allylboration. The photochemical perfluoroalkylation of unsaturated potassium alkyltrifluoroborates and synthesis of fluorinated alcohols
  作者：Marcin Kublicki、Krzysztof Durka、Tomasz Kliś

  DOI：10.1016/j.tetlet.2018.05.086

  日期：2018.7

  The development of a visible light-mediated atom transfer radical addition (ATRA) of perfluoroalkyl iodides to potassium 1-penten-5-yl-, vinyl- and allyltrifluoroborates using the reductive quenching of [Ru(bpy)3]Cl2 or [Ru(bpy)3](PF6)2 is described. Using an operationally simple and mild protocol, the corresponding potassium trifluoroborates containing perfluoroalkyl groups were obtained in moderate

  使用[Ru（bpy）3 ] Cl 2或[Ru ]的淬灭猝灭反应，将全氟烷基碘化物的可见光介导的原子转移自由基加成（ATRA）生成1-戊烯-5-基-，乙烯基-和烯丙基三氟硼酸钾。（bpy）3 ]（PF 6）2描述。使用操作简单且温和的方案，以中等至高收率获得了相应的含全氟烷基的三氟硼酸钾。在烯丙基三氟硼酸钾的情况下，使用丙酮作为溶剂导致烯丙基硼化，然后是全氟烷基碘的ATRA到所形成的均烯丙基醇。开发了一种一锅法，用于使用烯丙基三氟硼酸钾，全氟烷基碘化物和选定的脂肪族酮来合成一系列氟化醇。