potassium trifluoro(2-phenoxyphenyl)borate | 213745-39-2

• 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: potassium trifluoro(2-phenoxyphenyl)borate
• 英文别名: potassium (2-phenoxyphenyl)trifluoroborate；Potassium trifluoro(2-phenoxyphenyl)boranuide；potassium;trifluoro-(2-phenoxyphenyl)boranuide
• CAS: 213745-39-2
• 化学式: C₁₂H₉BF₃O*K
• 分子量: 276.107
• InChiKey: SJWZSSLBZXLGEC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.54
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  potassium trifluoro(2-phenoxyphenyl)borate 在 dipotassium peroxodisulfate 、 silver nitrate 作用下， 以 水 、 2,3,4-三氟甲苯 为溶剂， 反应 1.0h， 以65%的产率得到二苯并呋喃
  参考文献：
  名称：

  Practical Radical Cyclizations with Arylboronic Acids and Trifluoroborates

  摘要：

  Practical radical cyclizations using organoboronic acids and trifluoroborates take place in water, open to air, and In a scalable fashion employing catalytic silver nitrate and stoichiometric potassium persulfate. Both Pschorr-type cyclizations and tandem radical cyclization/trap cascades are described, Illustrating the utility of these mild conditions for the generation of polycyclic scaffolds.

  DOI：

  10.1021/ol2023505
• 作为产物：
  描述：

  2-碘苯硼酸 在 Selectfluor 作用下， 以 四氢呋喃 、 甲醇 、 水 、 乙腈 为溶剂， 反应 22.08h， 生成 potassium trifluoro(2-phenoxyphenyl)borate
  参考文献：
  名称：

  三氟硼酸碘鎓两性离子作为双功能芳烃试剂的研究

  摘要：

  据报道，合成了一个新的碘鎓两性离子家族，其中形式阴离子为三氟硼酸酯部分。这些试剂具有非常好的稳定性，并且对苯并炔的形成具有很高的抵抗力。X射线晶体学分析证实了它们的结构，并使用DFT计算对其进行了进一步研究。QTAIM分析支持的离子，共价的，我+ ... BF 3 -相互作用，按照本发明的真实性质两性离子。报告了合成应用的初步结果，酚盐的芳基化和三氟硼酸酯基团的官能化。

  DOI：

  10.1021/acs.orglett.7b03307

文献信息

• Organocatalyzed Asymmetric Conjugate Addition of Heteroaryl and Aryl Trifluoroborates: a Synthetic Strategy for Discoipyrrole D
  作者：Jiun‐Le Shih、Thien S. Nguyen、Jeremy A. May

  DOI：10.1002/anie.201503528

  日期：2015.8.17

  Bis‐heteroaryl or bis‐aryl stereocenters were formed by an organocatalytic enantioselective conjugate addition using the respective trifluoroborate salts as nucleophiles. Control studies suggested that fluoride dissociation is necessary in the anhydrous conditions. This strategy is applicable to the synthesis of discoipyrrole D, an inhibitor of BR5 fibroblast migration.

  使用相应的三氟硼酸盐作为亲核试剂，通过有机催化对映选择性共轭加成反应形成双-杂芳基或双-芳基立体中心。对照研究表明，在无水条件下氟化物离解是必要的。该策略适用于盘状吡咯D的合成，盘状吡咯D是BR5成纤维细胞迁移的抑制剂。
• Synthesis of Functionalized 1,3,2-Benzodiazaborole Cores Using Bench-Stable Components
  作者：Geraint H. M. Davies、Gary A. Molander

  DOI：10.1021/acs.joc.6b00435

  日期：2016.5.6

  including organotrifluoroborates, enabling a wider array of substrate analogues under facile reaction conditions. Furthermore, physical, structural, and electronic properties of these compounds were explored computationally to understand the influence of the B–N replacement on the structure, aromaticity, and isosteric viability of these analogues.

  通过将B–N单元代替C═C键插入芳族骨架中，创建了保留可比结构特征的新伪芳族结构单元，氮杂硼烷基序为开发核心等位基因提供了独特的机会。先前的合成1,3,2-苯并二氮杂硼烷核的合成路线已使用有机氯化硼和硼酸作为硼前体。本文开发的转化利用了完全稳定的起始原料，包括有机三氟硼酸盐，可在方便的反应条件下实现更广泛的底物类似物阵列。此外，通过计算探索了这些化合物的物理，结构和电子性质，以了解B–N替代物对这些类似物的结构，芳香性和等构活力的影响。
• Direct Access to α,α-Difluoroacylated Arenes by Palladium-Catalyzed Carbonylation of (Hetero)Aryl Boronic Acid Derivatives
  作者：Thomas L. Andersen、Mette W. Frederiksen、Katrine Domino、Troels Skrydstrup

  DOI：10.1002/anie.201604152

  日期：2016.8.22

  of (hetero)aryl boronates or boronic acid salts with carbon monoxide and α‐bromo‐α,α‐difluoroamides and bromo‐α,α‐difluoroesters is described herein. The method is useful for the synthesis of a diverse selection of (hetero)aryl α,α‐difluoro‐β‐ketoamides and α,α‐difluoro‐β‐ketoesters, which are useful building blocks for the generation of functionalized difluoroacylated and difluoroalkyl arenes. The

  本文描述了（杂）芳基硼酸盐或硼酸盐与一氧化碳和α-溴-α，α-二氟酰胺和溴-α，α-二氟酯的钯催化羰基偶合。该方法可用于合成多种选择的（杂）芳基α，α-二氟-β-酮酰胺和α，α-二氟-β-酮酸酯，它们是生成功能化二氟酰化和二氟烷基芳烃的有用组成部分。该方法可以进一步扩展到用于形成二氟苯乙酮的一锅法实验方案。
• Cu(OTf)₂-Mediated Fluorination of Aryltrifluoroborates with Potassium Fluoride
  作者：Yingda Ye、Sydonie D. Schimler、Patrick S. Hanley、Melanie S. Sanford

  DOI：10.1021/ja408607r

  日期：2013.11.6

  This Communication describes the Cu(OTf)2-mediated fluorination of aryltrifluoroborates with KF. The reaction proceeds under mild conditions (at 60 °C over 20 h) and shows a broad substrate scope and functional group tolerance. The Cu is proposed to play two separate roles in this transformation: (1) as a mediator for the aryl–F coupling and (2) as an oxidant for accessing a proposed Cu(III)(aryl)(F)

  本通讯描述了 Cu(OTf)2 介导的芳基三氟硼酸盐与 KF 的氟化。该反应在温和条件下进行（60°C，20 小时），显示出广泛的底物范围和官能团耐受性。Cu 被提议在这种转化中扮演两个独立的角色：（1）作为芳基-F 偶联的介体和（2）作为氧化剂用于获得提议的 Cu（III）（芳基）（F）中间体。
• Substituted 4-amino-7H-pyrrolo [2,3,-d]-pyrimidines as PTK inhibitors
  申请人：BASF Aktiengesellschaft

  公开号：US06001839A1

  公开（公告）日：1999-12-14

  Compounds of formula I ##STR1## including pharmaceutically acceptable salts thereof in which R.sub.1 represents hydrogen, 2-phenyl-1,3-dioxan-5-yl, a C.sub.1-6 alkyl group, a C.sub.3-8 cycloalkyl group, a C.sub.5-7 cycloalkenyl group or an (optionally substituted phenyl)C.sub.1-6 alkyl group wherein the alkyl, cycloalkyl and cycloalkenyl groups are optionally substituted by one or more groups of formula OR.sub.A in which R.sub.A represents H or a C.sub.1-6 alkyl group provided that a group of formula OR.sub.A is not located on the carbon attached to nitrogen; R.sub.2 represents hydrogen, a C.sub.1-6 alkyl group, a C.sub.3-8 cycloalkyl group, halo, hydroxy, an (optionally substituted phenyl)C.sub.1-6 alkyl group, optionally substituted phenyl or R.sub.4 ; and R.sub.3 represents a group of formula (a) ##STR2## in which the phenyl ring is additionally optionally substituted and A represents NH, O, NHSO.sub.2, SO.sub.2 NH, a C.sub.1-4 alkylene chain, NHCO, NHCO.sub.2, CONH, NHCONH, CO.sub.2 or S(O).sub.p in which p is 0, 1 or 2, or A is absent and R.sub.5 is attached directly to the phenyl ring; and R.sub.5 represents optionally substituted phenyl and, additionally, when A is absent R.sub.5 represents a) a phthalimido group optionally substituted by halo or b) a pyrazolylamino group in which the pyrazole ring is optionally substituted by one or more of the following: hydroxy or optionally substituted phenyl; R.sub.4 represents a heterocyclic group; are described which are useful in treating proliferative diseases and disorders of the immune system in mammals. Processes to prepare these compounds and pharmaceutical compositions containing these compound are also described.

  该文描述了公式I的化合物，其中包括其药学上可接受的盐。其中R1代表氢、2-苯基-1,3-二氧杂环戊烷-5-基、C1-6烷基、C3-8环烷基、C5-7环烯基或(可选取代苯基)C1-6烷基，其中烷基、环烷基和环烯基基团可以被一个或多个OR_A基团取代，其中R_A代表H或C1-6烷基，但OR_A基团不能位于连接氮的碳上；R2代表氢、C1-6烷基、C3-8环烷基、卤素、羟基、(可选取代苯基)C1-6烷基、可选取代苯基或R4；R3代表公式(a)的基团，其中苯环还可以是可选取代的，A代表NH、O、NHSO2、SO2NH、C1-4烷基链、NHCO、NH 、CONH、NHCONH、CO2或S(O)p，其中p为0、1或2，或A不存在且R5直接连接苯环；R5代表可选取代的苯基，此外，当A不存在时，R5表示a)可选取代的邻苯二甲酰亚胺基团，可选取代为卤素或b)吡唑基氨基基团，其中吡唑环可以选择一个或多个以下基团取代：羟基或可选取代苯基；R4代表杂环基团。这些化合物可用于治疗哺乳动物的增殖性疾病和免疫系统紊乱。文中还描述了制备这些化合物的方法和含有这些化合物的药物组合物。