N-t-butyl-N-4'-trifluoromethylbenzoyl-O-4''-trifluoromethylbenzoylhydroxylamine | 112639-57-3

• 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: N-t-butyl-N-4'-trifluoromethylbenzoyl-O-4''-trifluoromethylbenzoylhydroxylamine
• 英文别名: N-(tert-butyl)-4-(trifluoromethyl)-N-((4-(trifluoromethyl)benzoyl)oxy)benzamide；[tert-butyl-[4-(trifluoromethyl)benzoyl]amino] 4-(trifluoromethyl)benzoate
• CAS: 112639-57-3
• 化学式: C₂₀H₁₇F₆NO₃
• 分子量: 433.35
• InChiKey: DBVPRHZMDYYHBD-UHFFFAOYSA-N

物化性质

• 熔点：
  145-146 °C
• 沸点：
  432.0±55.0 °C(Predicted)
• 密度：
  1.324±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.74
• 重原子数：
  30.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  46.61
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  三甲基氰硅烷 、 N-t-butyl-N-4'-trifluoromethylbenzoyl-O-4''-trifluoromethylbenzoylhydroxylamine 在 1,10-菲罗啉 、 tetrakis(acetonitrile)copper(I)tetrafluoroborate 、 fac-tris(2-(4'-tert-butyl)phenylpyridine)iridium(III) 作用下， 以 氯苯 为溶剂， 以50%的产率得到N-(tert-butyl)-N-cyano-4-(trifluoromethyl)benzamide
  参考文献：
  名称：

  Access to Cyanoimines Enabled by Dual Photoredox/Copper-Catalyzed Cyanation of O-Acyl Oximes

  摘要：

  An efficient strategy for the synthesis of pharmaceutically important and synthetically useful cyanoimines, as well as cyanamides, has been described. This strategy is enabled by dual photoredox/copper-catalyzed cyanation of O-acyl oximes or O-acyl hydroxamides. This state of the art protocol for cyanoimines and cyanamides features readily available starting materials, mild reaction conditions, good functional group tolerance, and operational simplicity. The resultant cyanoimines can be transformed into structurally diverse and functionally important N-containing heterocycles.

  DOI：

  10.1021/acs.orglett.0c02659
• 作为产物：
  描述：

  4-三氟甲基苯甲酰氯 在 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 0.25h， 生成 N-t-butyl-N-4'-trifluoromethylbenzoyl-O-4''-trifluoromethylbenzoylhydroxylamine
  参考文献：
  名称：

  Access to Cyanoimines Enabled by Dual Photoredox/Copper-Catalyzed Cyanation of O-Acyl Oximes

  摘要：

  An efficient strategy for the synthesis of pharmaceutically important and synthetically useful cyanoimines, as well as cyanamides, has been described. This strategy is enabled by dual photoredox/copper-catalyzed cyanation of O-acyl oximes or O-acyl hydroxamides. This state of the art protocol for cyanoimines and cyanamides features readily available starting materials, mild reaction conditions, good functional group tolerance, and operational simplicity. The resultant cyanoimines can be transformed into structurally diverse and functionally important N-containing heterocycles.

  DOI：

  10.1021/acs.orglett.0c02659

文献信息

• Smith, John; Tedder, John M., Journal of the Chemical Society. Perkin transactions II, 1987, p. 895 - 896
  作者：Smith, John、Tedder, John M.

  DOI：——

  日期：——
• SMITH, JOHN;TEDDER, JOHN M., J. CHEM. SOC. PERKIN TRANS.,(1987) N 7, 895-896
  作者：SMITH, JOHN、TEDDER, JOHN M.

  DOI：——

  日期：——