2-(1,2,2-trifluorovinyl)benzofuran | 1403353-83-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 2-(1,2,2-trifluorovinyl)benzofuran
• 英文别名: Benzofuran, 2-(1,2,2-trifluoroethenyl)-；2-(1,2,2-trifluoroethenyl)-1-benzofuran
• CAS: 1403353-83-2
• 化学式: C₁₀H₅F₃O
• 分子量: 198.144
• InChiKey: UKAOJMGALIVNHB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  13.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  苯并呋喃-2-硼酸 、 三氟氯乙烯 在 potassium phosphate 、 tri-tert-butylphosphonium tetrafluoroborate 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 作用下， 以 水 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 2.0h， 以44%的产率得到2-(1,2,2-trifluorovinyl)benzofuran
  参考文献：
  名称：

  Preparation of Trifluorostyrenes via Palladium-Catalyzed Coupling of Arylboronic Acids with Chloro- and Bromotrifluoroethylene

  摘要：

  A highly efficient and cost-effective method for the preparation of alpha,beta,beta-trifluorostyrene (TFS) and its derivatives is described. The method required only 0.2 mol % of Pd(dba)(2) and 0.4 mol % of (PBu3)-Bu-t and occurred to full conversion within 2.0 h. With this method, a wide range of arylboronic acids were efficiently incorporated to generate alpha,beta,beta-trifluorostyrene derivatives.

  DOI：

  10.1021/jo301998g

文献信息

• Palladium-Catalyzed Base-Free Suzuki-Miyaura Coupling Reactions of Fluorinated Alkenes and Arenes via a Palladium Fluoride Key Intermediate
  作者：Masato Ohashi、Hiroki Saijo、Mitsutoshi Shibata、Sensuke Ogoshi

  DOI：10.1002/ejoc.201201405

  日期：2013.1

  activation of fluorinated alkenes and arenes was developed. In this Pd-catalyzed Suzuki–Miyaura-type cross-coupling reaction, neither a base for enhancing the reactivity of the organoboron reagents nor a Lewis acid for promoting C–F bond activation was required. A fluoropalladium intermediate played an essential role in this reaction. In addition, a Ni(NHC) catalyst was efficient for C–C coupling through

  开发了一种通过氟化烯烃和芳烃的 C-F 活化与有机硼酸酯形成 C-C 键的新策略。在这种 Pd 催化的 Suzuki-Miyaura 型交叉偶联反应中，既不需要用于增强有机硼试剂反应性的碱，也不需要用于促进 C-F 键活化的路易斯酸。氟钯中间体在该反应中发挥了重要作用。此外，Ni(NHC)催化剂通过氟芳烃的C-F键活化对C-C偶联是有效的。
• OPTICAL COMPENSATION FILMS BASED ON STYRENIC FLUOROPOLYMER
  申请人：Akron Polymer Systems, Inc.

  公开号：US20180044444A1

  公开（公告）日：2018-02-15

  Disclosed are optical compensation films with exceptionally high positive out-of-plane birefringence. The optical compensation films are based on substituted styrenic fluoropolymers and have positive out-of-plane bireftingence greater than 0.02 throughout the wavelength range of 400 nm<λ<800 nm. The optical compensation films of the invention are suitable for use in optical devices such as liquid crystal display (LCD) devices and organic light emitting diode (OLED) display devices.
• [EN] OPTICAL COMPENSATION FILMS BASED ON STYRENIC FLUOROPOLYMER<br/>[FR] FILMS DE COMPENSATION OPTIQUE À BASE DE POLYMÈRES FLUORÉS STYRÉNIQUES
  申请人：AKRON POLYMER SYSTEMS INC

  公开号：WO2018031886A1

  公开（公告）日：2018-02-15

  Disclosed are optical compensation films with exceptionally high positive out-of-plane birefringence. The optical compensation films are based on substituted styrenic fluoropolymers and have positive out-of-plane birefringence greater than 0.02 throughout the wavelength range of 400 nm<λ<800 nm. The optical compensation films of the invention are suitable for use in optical devices such as liquid crystal display (LCD) devices and organic light emitting diode (OLED) display devices.
• Preparation of Trifluorostyrenes via Palladium-Catalyzed Coupling of Arylboronic Acids with Chloro- and Bromotrifluoroethylene
  作者：Chunfa Xu、Sheng Chen、Long Lu、Qilong Shen

  DOI：10.1021/jo301998g

  日期：2012.11.16

  A highly efficient and cost-effective method for the preparation of alpha,beta,beta-trifluorostyrene (TFS) and its derivatives is described. The method required only 0.2 mol % of Pd(dba)(2) and 0.4 mol % of (PBu3)-Bu-t and occurred to full conversion within 2.0 h. With this method, a wide range of arylboronic acids were efficiently incorporated to generate alpha,beta,beta-trifluorostyrene derivatives.