2-methoxy-6-(1,2,2-trifluorovinyl)naphthalene | 1346783-18-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-methoxy-6-(1,2,2-trifluorovinyl)naphthalene
• 英文别名: 2-(1,2,2-Trifluoroethenyl)-6-methoxynaphthalene；2-methoxy-6-(1,2,2-trifluoroethenyl)naphthalene
• CAS: 1346783-18-3
• 化学式: C₁₃H₉F₃O
• 分子量: 238.209
• InChiKey: DFPAAYVRTJSXKT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  三氟氯乙烯 、 6-甲氧基萘-2-硼酸 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81%的产率得到2-methoxy-6-(1,2,2-trifluorovinyl)naphthalene
  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

• Direct Transformation of Tetrafluoroethylene to Trifluorovinylzinc via sp² C–F Bond Activation
  作者：Kotaro Kikushima、Yuusuke Etou、Ryohei Kamura、Ippei Takeda、Hideki Ito、Masato Ohashi、Sensuke Ogoshi

  DOI：10.1021/acs.orglett.0c03189

  日期：2020.10.16

  Trifluorovinylzinc is a common synthetic intermediate for trifluorovinyl derivatives, including α,β,β-trifluorostyrenes and hexafluorobutadiene. Here, we report a novel synthetic approach for the formation of trifluorovinylzinc chloride via a C–F bond activation of tetrafluoroethylene (TFE), which is an industrially cost-effective bulk feedstock with a negligible GWP. The present system provides a

  三氟乙烯基锌是三氟乙烯基衍生物（包括α，β，β-三氟苯乙烯和六氟丁二烯）的常见合成中间体。在这里，我们报告了一种通过四氟乙烯（TFE）的CF键活化形成三氟氯乙烯锌的新颖合成方法，这是一种工业上具有成本效益的散装原料，其全球升温潜能值可忽略不计。本系统提供了以非常低的能量消耗制备各种三氟乙烯基衍生物的实用合成路线。
• JP5738486
  申请人：——

  公开号：——

  公开（公告）日：——
• 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.