9-Ethyl-3-fluorocarbazole | 57102-96-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 9-Ethyl-3-fluorocarbazole
• 英文别名: 9-ethyl-3-fluorocarbazole
• CAS: 57102-96-2
• 化学式: C₁₄H₁₂FN
• 分子量: 213.254
• InChiKey: HDGWXBBKXWCELV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  9-乙基-9H-咔唑-3-硼酸频哪醇酯 在 1-fluoro-2,4,6-trimethylpyridinium hexafluorophosphate 、 (tBuCN)2Cu*OTf 、 silver fluoride 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 以35%的产率得到9-Ethyl-3-fluorocarbazole
  参考文献：
  名称：

  Copper-Mediated Fluorination of Arylboronate Esters. Identification of a Copper(III) Fluoride Complex

  摘要：

  A method for the direct conversion of arylboronate esters to aryl fluorides under mild conditions with readily available reagents is reported. Tandem reactions have also been developed for the fluorination of arenes and aryl bromides through arylboronate ester intermediates. Mechanistic studies suggest that this fluorination reaction occurs through facile oxidation of Cu(I) to Cu(III), followed by rate-limiting transmetalation of a bound arylboronate to Cu(III). Fast C-F reductive elimination is proposed to occur from an aryl- copper(III)-fluoride complex. Cu(III) intermediates have been generated independently and identified by NMR spectroscopy and ESI-MS.

  DOI：

  10.1021/ja310909q

文献信息

• [EN] FLUORINATION OF ARYL COMPOUNDS<br/>[FR] FLUORATION DE COMPOSÉS ARYLES
  申请人：UNIV CALIFORNIA

  公开号：WO2014107379A1

  公开（公告）日：2014-07-10

  The invention provides compositions and methods of using the compositions in fluorinating aryl precursors containing a leaving group replaceable by a fluorine atom. The compositions include a metal ion source, a electrophilic fluorine source, a base, and a compound, which is an aryl precursor of the aryl fluoride, and which has a leaving group replaceable by the fluorine atom. Exemplary methods of the invention make use of such compositions and methods to prepare an aryl fluoride compound. In an exemplary embodiment, the electrophilic fluorine source is a source of 18F.

  这项发明提供了一种在含有可被氟原子取代的离去基团的芳基前体中进行氟化的组合物和使用这些组合物的方法。这些组合物包括金属离子源、亲电性氟源、碱和一种化合物，该化合物是芳基氟化物的芳基前体，并且具有可被氟原子取代的离去基团。该发明的示例方法利用这些组合物和方法来制备芳基氟化物。在一个示例实施方式中，亲电性氟源是18F的源。
• [EN] C-MYC PROTEIN INHIBITOR, AND PREPARATION METHOD THEREFOR AND USE THEREOF<br/>[FR] INHIBITEUR DE PROTÉINE C-MYC, SON PROCÉDÉ DE PRÉPARATION ET SON UTILISATION<br/>[ZH] 一种c-Myc蛋白抑制剂及其制备方法和用途
  申请人：SUZHOU KINTOR PHARMACEUTICALS INC

  公开号：WO2021004391A1

  公开（公告）日：2021-01-14

  涉及一类c-Myc蛋白抑制剂及其制备方法和用途，所述c-Myc蛋白抑制剂可选择性的抑制c-Myc蛋白，因此，可用于c-Myc蛋白失调的相关疾病，如癌症、心脑血管疾病、病毒感染相关疾病等的预防和治疗。
• FLUORINATION OF ARYL COMPOUNDS
  申请人：THE REGENTS OF THE UNIVERSITY OF CALIFORNIA

  公开号：US20150336926A1

  公开（公告）日：2015-11-26

  The invention provides compositions and methods of using the compositions in fluorinating aryl precursors containing a leaving group replaceable by a fluorine atom. The compositions include a metal ion source, a electrophilic fluorine source, a base, and a compound, which is an aryl precursor of the aryl fluoride, and which has a leaving group replaceable by the fluorine atom. Exemplary methods of the invention make use of such compositions and methods to prepare an aryl fluoride compound. In an exemplary embodiment, the electrophilic fluorine source is a source of 18 F.