2-(5-fluoro-2-(pyridin-2-yl)phenyl)isoindoline-1,3-dione | 1446325-79-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-(5-fluoro-2-(pyridin-2-yl)phenyl)isoindoline-1,3-dione
• 英文别名: 2-(5-Fluoro-2-pyridin-2-ylphenyl)isoindole-1,3-dione；2-(5-fluoro-2-pyridin-2-ylphenyl)isoindole-1,3-dione
• CAS: 1446325-79-6
• 化学式: C₁₉H₁₁FN₂O₂
• 分子量: 318.307
• InChiKey: MEPBNBMWEGJRHH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  50.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  potassium phtalimide 在 copper(II) bis(trifluoromethanesulfonate) 作用下， 以 1,2-二氯乙烷 、 乙腈 为溶剂， 反应 60.0h， 生成 2-(5-fluoro-2-(pyridin-2-yl)phenyl)isoindoline-1,3-dione
  参考文献：
  名称：

  Regioselective C–H bond amination by aminoiodanes

  摘要：

  使用二邻苯二甲酰亚胺-碘铜和三氟甲磺酸铜直接氨基化2-苯基吡啶衍生物的新方法已经开发。一系列不同的2-苯基吡啶衍生物的氨基化产率高达88%。机理研究表明，该反应通过铜介导的单电子转移进行。

  DOI：

  10.1039/c4cc10246k

文献信息

• Lewis Acid/Brønsted Acid Controlled Pd(II)-Catalyzed Chemodivergent Functionalization of C(<i>sp</i>²)–H Bonds with <i>N</i>-(Arylthio)i(a)mides
  作者：Manthena Chaitanya、Pazhamalai Anbarasan

  DOI：10.1021/acs.orglett.8b01281

  日期：2018.6.1

  C–H bonds have been accomplished employing N-(arylthio)imides in combination with either Brønsted acid or Lewis acid, respectively. Notable features of the developed methodologies include excellent diversity, high functional group tolerance, wide substrate scope, and use of a single N–S reagent. Importantly, the developed hypothesis was also successfully extended to the amidation of C–H bonds. A plausible

  使用N-（芳硫基）酰亚胺分别与Brønsted酸或Lewis酸结合使用，可实现高效的化学扩散的钯催化的硫键化（CS）和酰亚胺化（CN）。所开发方法的显着特征包括出色的多样性，高官能团耐受性，广泛的底物范围以及使用单个N-S试剂。重要的是，已发展的假设也成功地扩展到C–H键的酰胺化。在初步的机理研究的基础上，提出了一条可行的机理途径。
• Cu-Catalyzed Direct Amidation of Aromatic C–H Bonds: An Access to Arylamines
  作者：Hui Xu、Xixue Qiao、Shiping Yang、Zengming Shen

  DOI：10.1021/jo5003592

  日期：2014.5.16

  A Cu-catalyzed aromatic C-H amidation with phthalimide under oxygen as a terminal oxidant without using additional additives has been achieved. This reaction has the broad substrate scope and shows moderate to good yields in most cases. This method is complementary to the previously reported metal-catalyzed C-H amination systems.
• Rhodium(III)-Catalyzed C–H Activation and Amidation of Arenes Using <i>N</i>-Arenesulfonated Imides as Amidating Reagents
  作者：Songjie Yu、Boshun Wan、Xingwei Li

  DOI：10.1021/ol401569u

  日期：2013.7.19

  Rhodium(III)-catalyzed C-H-activation amidation of arenes bearing chelating groups has been achieved using N-arenesulfonated imides as efficient amidating reagents without using any base additive. Pyridine, oxime, and pyrimidine proved to be viable directing groups.
• Regioselective C–H bond amination by aminoiodanes
  作者：Abhishek A. Kantak、Louis Marchetti、Brenton DeBoef

  DOI：10.1039/c4cc10246k

  日期：——

  A new approach for the direct amination of 2-phenylpyridine derivatives using a diphthalimide-iodane and copper triflate has been developed. A series of different 2-phenylpyridine derivatives were aminated with yields up to 88%. Mechanistic investigations indicate that the reaction proceeds via a copper-mediated single electron transfer.

  使用二邻苯二甲酰亚胺-碘铜和三氟甲磺酸铜直接氨基化2-苯基吡啶衍生物的新方法已经开发。一系列不同的2-苯基吡啶衍生物的氨基化产率高达88%。机理研究表明，该反应通过铜介导的单电子转移进行。