2-(3-fluorophenyl)[1,3,2]dioxaborolane | 718642-08-1

• 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-fluorophenyl)[1,3,2]dioxaborolane
• 英文别名: 2-(3-Fluorophenyl)-1,3,2-dioxaborolane
• CAS: 718642-08-1
• 化学式: C₈H₈BFO₂
• 分子量: 165.96
• InChiKey: AMROMNCFBJPUEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.57
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(3-fluorophenyl)[1,3,2]dioxaborolane 在 盐酸 、 叔丁基锂 作用下， 以 四氢呋喃 、 正戊烷 为溶剂， 生成 1,3-Dihydro-5-fluoro-1-(3-fluorophenyl)-2,1-benzoxaborole
  参考文献：
  名称：

  Discovery of a New Boron-Containing Antifungal Agent, 5-Fluoro-1,3-dihydro-1-hydroxy-2,1- benzoxaborole (AN2690), for the Potential Treatment of Onychomycosis

  摘要：

  A structure-activity relationship investigation for a more efficacious therapy to treat onychomycosis, a fungal infection of the toe and fingernails, led to the discovery of a boron-containing small molecule, 5-fluoro-1,3-dihydro-1-hydroxy-2,1-benzoxaborole (AN2690), which is currently in clinical trials for onychomycosis topical treatment.

  DOI：

  10.1021/jm0603724
• 作为产物：
  描述：

  3-氟苯基硼酸 、 乙二醇 以 甲苯 为溶剂， 反应 3.0h， 以91%的产率得到2-(3-fluorophenyl)[1,3,2]dioxaborolane
  参考文献：
  名称：

  Compounds for the Treatment of Periodontal Disease

  摘要：

  提供了在牙周病治疗中有用的化合物、组合物和方法。

  公开号：

  US20070286822A1

文献信息

• Thiophene-Alkyne-Based CMPs as Highly Selective Regulators for Oxidative Heck Reaction
  作者：Ren-Hao Li、Zong-Cang Ding、Cun-Yao Li、Jun-Jia Chen、Yun-Bing Zhou、Xiao-Ming An、Yun-Jie Ding、Zhuang-Ping Zhan

  DOI：10.1021/acs.orglett.7b01858

  日期：2017.9.1

  as ligands for PdII-promoted organic reactions are reported for the first time. These ligands were utilized as catalytic sites and integrated into the skeleton of conjugated microporous polymers. By employing these CMP materials as selective regulators, oxidative Heck reactions between arylboronic esters and electronically unbiased alkenes provide highly selective linear products.

  首次报道了含有相邻的C≡C基团作为Pd II促进的有机反应的配体的噻吩。这些配体被用作催化位点并整合到共轭微孔聚合物的骨架中。通过将这些CMP材料用作选择性调节剂，芳基硼酸酯与电子无偏烯烃之间的氧化Heck反应可提供高度选择性的线性产物。
• Conjugated Microporous Polymer as Heterogeneous Ligand for Highly Selective Oxidative Heck Reaction
  作者：Yun-Bing Zhou、Yu-Qing Wang、Li-Chao Ning、Zong-Cang Ding、Wen-Long Wang、Cheng-Ke Ding、Ren-Hao Li、Jun-Jia Chen、Xin Lu、Yun-Jie Ding、Zhuang-Ping Zhan

  DOI：10.1021/jacs.7b00643

  日期：2017.3.22

  catalytic ligand for the PdII-catalyzed oxidative Heck reaction with high linear selectivity. The linear selectivity of CMP-1 is about 30 times higher than that of bipyridine-based monomer ligand. This work opens a new front of using CMP as an intriguing platform for developing highly efficient catalysts in controlling the regioselectivity in organic reactions.

  设计并合成了一系列含有 C≡C 键的吡啶型配体用于选择性氧化 Heck 反应。这些配体被用作功能单元并整合到共轭微孔聚合物的骨架中。6,6'-二碘-2,2'-联吡啶和1,3,5-三乙炔苯通过Sonogashira交叉偶联策略缩聚得到CMP-1材料。所得的 CMP-1 用作 PdII 催化的氧化 Heck 反应的多相催化配体，具有高线性选择性。CMP-1 的线性选择性比基于联吡啶的单体配体高约 30 倍。这项工作开辟了使用 CMP 作为开发高效催化剂控制有机反应区域选择性的有趣平台的新前沿。
• Constructing Mononuclear Palladium Catalysts by Precoordination/Solvothermal Polymerization: Recyclable Catalyst for Regioselective Oxidative Heck Reactions
  作者：Wen‐Hao Li、Cun‐Yao Li、Huan‐Yan Xiong、Yang Liu、Wen‐Yong Huang、Guang‐Jun Ji、Zheng Jiang、Hai‐Tao Tang、Ying‐Ming Pan、Yun‐Jie Ding

  DOI：10.1002/anie.201814493

  日期：2019.2.18

  Heterogeneous, metal, single‐site catalysts often exhibit higher catalytic performance than other catalysts because of their maximized atom efficiency of 100 %. Reported herein is a precoordination/solvothermal polymerization strategy to fabricate a stable mononuclear Pd‐metalized porous organic polymer catalyst (Pd@POP). Pd@POP was easy to use in regioselective organic reactions because the internal structure

  多相金属单中心催化剂通常具有比其他催化剂更高的催化性能，因为它们的最大原子效率为100％。本文报道了一种预配位/溶剂热聚合策略，以制备稳定的单核钯金属化多孔有机聚合物催化剂（Pd @ POP）。Pd @ POP易于在区域选择性有机反应中使用，因为该Pd @ POP的内部结构可以轻松进行修饰。该催化剂用于解决Heck反应难以解决的区域选择性问题。Pd @ POP-9可以有效地活化烯烃的末端，从而在外部位置具有较高的取代选择性。要了解催化剂高选择性和高活性的原因，进行了Pd @ POP-9的系统表征和密度泛函理论计算。这种Heck反应是第一个被具有可前所未有的催化活性和区域选择性的可回收单核金属催化剂催化的反应。
• Hydrolytically-resistant boron-containing therapeutics and methods of use
  申请人：Lee Ving

  公开号：US20050054644A1

  公开（公告）日：2005-03-10

  Compositions and methods of use of borole derivatives, including benzoxaboroles, benzazaboroles and benzthiaboroles, as therapeutic agents for treatment of diseases caused by bacteria or viruses are disclosed, as well as methods for synthesis of said agents and compositions thereof.

  本发明揭示了硼杂环衍生物的组成物和使用方法，包括苯并噻硼酸酯，苯并氮硼酸酯和苯并硫硼酸酯，作为治疗细菌或病毒引起的疾病的治疗剂，以及合成上述药剂和组合物的方法。
• HYDROLYTICALLY-RESISTANT BORON-CONTAINING THERAPEUTICS AND METHODS OF USE
  申请人：Lee Ving

  公开号：US20090239824A1

  公开（公告）日：2009-09-24

  Compositions and methods of use of borole derivatives, including benzoxaboroles, benzazaboroles and benzthiaboroles, as therapeutic agents for treatment of diseases caused by bacteria or viruses are disclosed, as well as methods for synthesis of said agents and compositions thereof.

  本发明揭示了一种硼杂环衍生物的组成物和使用方法，包括苯并噻硼烷、苯并氮硼烷和苯并硫硼烷，作为治疗由细菌或病毒引起的疾病的治疗剂，以及合成所述剂和其组成物的方法。