2,2,3,3,4,4,4-heptafluoro-N-(4-methoxyphenyl)butanimidoyl chloride | 175090-93-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,2,3,3,4,4,4-heptafluoro-N-(4-methoxyphenyl)butanimidoyl chloride
• CAS: 175090-93-4
• 化学式: C₁₁H₇ClF₇NO
• 分子量: 337.625
• InChiKey: BUCWBNAGDIGDIS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  21.6
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2,2,3,3,4,4,4-heptafluoro-N-(4-methoxyphenyl)butanimidoyl chloride 在 sodium iodide 作用下， 以 丙酮 为溶剂， 生成 2,2,3,3,4,4,4-Heptafluoro-N-(4-methoxy-phenyl)-butyrimidoyl iodide
  参考文献：
  名称：

  Palladium-Catalyzed tert-Butoxycarbonylation of Trifluoroacetimidoyl Iodides

  摘要：

  A modification and details of the palladium-catalyzed tert-butoxycarbonylation of 2,2,2-trifluoroacetimidoyl iodides 1, which gave the iminocarboxylates 2, one of the promising precursors to fluorinated ol-amino acids, are described. The Pd-catalyzed carbonylation reaction was remarkably promoted by the use of DMF or DMI as an additive, enough to achieve the selective formation of tert-butyl iminoesters. Nucleophilic alkylation of the imine moiety of 2 and subsequent removal of N- and O-protecting groups gave a variety of 2-substituted 2-amino-3,3,3-trifluoropropanoic acid derivatives 3 in high yields.

  DOI：

  10.1021/jo991917n
• 作为产物：
  描述：

  七氟丁酸 、 甲氧苯胺 在 三乙胺 、 三苯基膦 作用下， 以 四氯化碳 为溶剂， 生成 2,2,3,3,4,4,4-heptafluoro-N-(4-methoxyphenyl)butanimidoyl chloride
  参考文献：
  名称：

  Palladium-Catalyzed tert-Butoxycarbonylation of Trifluoroacetimidoyl Iodides

  摘要：

  A modification and details of the palladium-catalyzed tert-butoxycarbonylation of 2,2,2-trifluoroacetimidoyl iodides 1, which gave the iminocarboxylates 2, one of the promising precursors to fluorinated ol-amino acids, are described. The Pd-catalyzed carbonylation reaction was remarkably promoted by the use of DMF or DMI as an additive, enough to achieve the selective formation of tert-butyl iminoesters. Nucleophilic alkylation of the imine moiety of 2 and subsequent removal of N- and O-protecting groups gave a variety of 2-substituted 2-amino-3,3,3-trifluoropropanoic acid derivatives 3 in high yields.

  DOI：

  10.1021/jo991917n

文献信息

• Synthesis of Chiral Fluorinated Propargylamines via Chemoselective Biomimetic Hydrogenation
  作者：Mu-Wang Chen、Bo Wu、Zhang-Pei Chen、Lei Shi、Yong-Gui Zhou

  DOI：10.1021/acs.orglett.6b02283

  日期：2016.9.16

  enantioselective synthesis of chiral fluorinated propargylamines was developed through phosphoric acid and ruthenium-catalyzed chemoselective biomimetic hydrogenation of the carbon–nitrogen double bond of fluorinated alkynyl ketimines in the presence of a carbon–carbon triple bond. This reaction features high chemoselectivity and slow background reaction. In addition, selective transformations of the chiral fluorinated

  在碳-碳三键存在的情况下，通过磷酸和钌催化的氟化炔基酮亚胺的碳-氮双键的化学选择性仿生氢化反应，开发了手性氟化炔丙基胺的高度对映选择性合成物。该反应具有高化学选择性和缓慢的背景反应的特征。另外，还报道了手性氟化炔丙基胺的选择性转化。
• Synthesis of 2-(Perfluoroalkyl)- and 2-(Perfluoroaryl)benzimidazoles by Oxidative Intramolecular Cyclization of Perfluoroalkyl and Aryl Imidamides
  作者：Masafumi Kobayashi、Kenji Uneyama

  DOI：10.1021/jo952224j

  日期：1996.1.1
• Palladium-Catalyzed <i>tert</i>-Butoxycarbonylation of Trifluoroacetimidoyl Iodides
  作者：Hideki Amii、Yosuke Kishikawa、Katsuhiko Kageyama、Kenji Uneyama

  DOI：10.1021/jo991917n

  日期：2000.6.1

  A modification and details of the palladium-catalyzed tert-butoxycarbonylation of 2,2,2-trifluoroacetimidoyl iodides 1, which gave the iminocarboxylates 2, one of the promising precursors to fluorinated ol-amino acids, are described. The Pd-catalyzed carbonylation reaction was remarkably promoted by the use of DMF or DMI as an additive, enough to achieve the selective formation of tert-butyl iminoesters. Nucleophilic alkylation of the imine moiety of 2 and subsequent removal of N- and O-protecting groups gave a variety of 2-substituted 2-amino-3,3,3-trifluoropropanoic acid derivatives 3 in high yields.