1-bromo-3-(2,2-difluoroethyl)benzene | 1379364-29-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 1-bromo-3-(2,2-difluoroethyl)benzene
• CAS: 1379364-29-0
• 化学式: C₈H₇BrF₂
• 分子量: 221.044
• InChiKey: RTJPWXXEWAFBSU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  11
• 可旋转键数：
  2
• 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：
  2

反应信息

• 作为产物：
  描述：

  3-溴苯乙烯 在 triethylamine pentahydrogen fluoride salt 、 碘 、 Selectfluor 作用下， 以 1,2-二氯乙烷 为溶剂， 以64 %的产率得到1-bromo-3-(2,2-difluoroethyl)benzene
  参考文献：
  名称：

  分子碘作为烯烃二氟化催化剂

  摘要：

  首次揭示了分子碘催化烯烃的二氟化反应。该二氟化反应提供了一种简单实用的实验方法，可应用于许多带有合成有用的官能团（例如酯、酰胺、羟基和芳基）的脂肪族和芳香族烯烃。这种烯烃二氟化的初步机理研究表明存在两个催化循环：IF驱动循环和IF加合物催化循环。

  DOI：

  10.1021/acs.joc.4c00179

文献信息

• Mild Silver-Mediated Geminal Difluorination of Styrenes Using an Air- and Moisture-Stable Fluoroiodane Reagent
  作者：Nadia O. Ilchenko、Boris O. A. Tasch、Kálmán J. Szabó

  DOI：10.1002/anie.201408812

  日期：2014.11.17

  conditions. One of the CF bonds is formed by transfer of electrophilic fluorine from the hypervalent iodine reagent, while the other one arises from the tetrafluoroborate counterion of silver. Deuterium‐isotope‐labelling experiments and rearrangement of methyl styrene substrates suggest that the reaction proceeds through a phenonium ion intermediate.

  在 AgBF 4存在下，空气和水分稳定的氟碘适合在温和的反应条件下选择性地对苯乙烯进行孪生二氟化。C  F 键之一是通过从高价碘试剂转移亲电子氟而形成的，而另一个是由银的四氟硼酸盐反离子产生的。氘同位素标记实验和甲基苯乙烯底物的重排表明反应是通过苯鎓离子中间体进行的。
• 3-indol substituted derivatives, pharmaceutical compositions and methods for use
  申请人：Pfizer Inc.

  公开号：US10544095B2

  公开（公告）日：2020-01-28

  A compound of Formula I is provided: or pharmaceutically acceptable enantiomers, salts or solvates thereof. The invention further relates to the use of the compounds of Formula I as TDO2 inhibitors. The invention also relates to the use of the compounds of Formula I for the treatment and/or prevention of cancer, neurodegenerative disorders such as Parkinson's disease, Alzheimer's disease and Huntington's disease, chronic viral infections such as HCV and HIV, depression, and obesity. The invention also relates to a process for manufacturing compounds of Formula I.

  提供了一种式 I 的化合物： 或其药学上可接受的对映体、盐或溶剂。本发明进一步涉及式 I 化合物作为 TDO2 抑制剂的用途。本发明还涉及式 I 化合物在治疗和/或预防癌症、神经退行性疾病（如帕金森病、阿尔茨海默病和亨廷顿病）、慢性病毒感染（如 HCV 和 HIV）、抑郁症和肥胖症方面的用途。本发明还涉及一种制造式 I 化合物的工艺。
• Catalytic <i>Geminal</i> Difluorination of Styrenes for the Construction of Fluorine-rich Bioisosteres
  作者：Felix Scheidt、Jessica Neufeld、Michael Schäfer、Christian Thiehoff、Ryan Gilmour

  DOI：10.1021/acs.orglett.8b03794

  日期：2018.12.21

  A geminal difluorination of alkenes based on I(I)/I(III) catalysis is disclosed, which is compatible with a range of electronically and substitutionally diverse styrenes (27 examples, up to 89% yield). Employing inexpensive p-Toll as the organocatalyst, turnover is enabled by Selectfluor-mediated oxidation to generate the ArIF2 species in situ. Extension to include alpha-substituted styrenes bearing fluorine-containing groups is disclosed and provides an expansive platform for the generation of fluorine-rich architectures.
• Hypervalent Iodine-Mediated Fluorination of Styrene Derivatives: Stoichiometric and Catalytic Transformation to 2,2-Difluoroethylarenes
  作者：Tsugio Kitamura、Kensuke Muta、Juzo Oyamada

  DOI：10.1021/acs.joc.5b01929

  日期：2015.11.6

  Fluorination of styrene derivatives with a reagent system composed of mu-oxo-bis[trifluoroacetato(phenyl)iodine] and a pyridine.HF complex gave the corresponding (2,2-difluoroethyl)arenes in good yields. Similarly, the reagent of PhI(OCOCF3)(2) and the pyridine.HF complex acted as a fluorinating agent for styrene derivatives. The fluorination of styrene derivatives with the pyridine. HF complex underwent under catalytic conditions using 4-iodotoluene as a catalyst and m-CPBA as a terminal oxidant.
• 3-INDOL SUBSTITUTED DERIVATIVES, PHARMACEUTICAL COMPOSITIONS AND METHODS FOR USE
  申请人：Pfizer Inc.

  公开号：EP3334733A1

  公开（公告）日：2018-06-20