tert-butyl N-amino-N-(4-benzoylphenyl)carbamate | 226065-39-0

• 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: tert-butyl N-amino-N-(4-benzoylphenyl)carbamate
• CAS: 226065-39-0
• 化学式: C₁₈H₂₀N₂O₃
• 分子量: 312.368
• InChiKey: PFTCRNBXOHMCDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  72.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl N-amino-N-(4-benzoylphenyl)carbamate 在 palladium diacetate 、 三叔丁基膦 copper(l) iodide 、 caesium carbonate 作用下， 以 正己烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 5.5h， 生成 {4-[3,5-Bis-(4-benzoyl-phenylazo)-phenylazo]-phenyl}-phenyl-methanone
  参考文献：
  名称：

  Synthesis of Novel 1,3,5-Tris(arylazo)benzenes via Pd-Catalyzed Couplings and Cu(I)-Mediated Direct Oxidations

  摘要：

  A series of novel 1,3,5-tris-azobenzenes were prepared from 1,3,5-trihalobenzene via Pd-catalyzed couplings of N-Boc aryl hydrazines and subsequent Cu(I)-mediated direct oxidations. The oxidation of tris-arylhydrazide provided the azobenzene as a mixture of all four of the possible E/Z-isomers; [E,E,E]-, [E,E,Z]-, [E,Z,Z]-, and [Z,Z,Z]-1,3,5-tris-azobenzenes. A slow removal of the solvent in the dark transformed the isomers into the all-trans, [E,E,E]-isomer.

  DOI：

  10.1021/jo035720d
• 作为产物：
  描述：

  肼基甲酸叔丁酯 、 4-溴苯甲酰苯 在 tris(dibenzylideneacetone)dipalladium (0) 1,1'-双(二苯基膦)二茂铁 、 caesium carbonate 作用下， 以 甲苯 为溶剂， 反应 16.0h， 以84%的产率得到tert-butyl N-amino-N-(4-benzoylphenyl)carbamate
  参考文献：
  名称：

  Regioselective synthesis of aryl hydrazides by palladium-catalyzed coupling of t-butylcarbazate with substituted aryl bromides

  摘要：

  Substituted aryl bromides are coupled with t-butylcarbazate in the presence of a palladium catalyst and base to afford regioselectively, the corresponding amidation product or amination product depending upon the position of the substituents on the aryl bromide. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00561-4

文献信息

• Expedient synthesis of indoles from N-Boc arylhydrazines
  作者：Young-Kwan Lim、Cheon-Gyu Cho

  DOI：10.1016/j.tetlet.2004.01.011

  日期：2004.2

  The readily available N-Boc arylhydrazines undergo efficient Fischer cyclizations to provide the indoles in good yields, when reacted with enolizable ketones.

  当与可烯醇化的酮反应时，容易获得的N- Boc芳基肼经过有效的Fischer环化反应，以高收率提供吲哚。
• Regioselective synthesis of aryl hydrazides by palladium-catalyzed coupling of t-butylcarbazate with substituted aryl bromides
  作者：Zhongren Wang、Renato T. Skerlj、Gary J. Bridger

  DOI：10.1016/s0040-4039(99)00561-4

  日期：1999.4

  Substituted aryl bromides are coupled with t-butylcarbazate in the presence of a palladium catalyst and base to afford regioselectively, the corresponding amidation product or amination product depending upon the position of the substituents on the aryl bromide. (C) 1999 Elsevier Science Ltd. All rights reserved.
• Synthesis of Novel 1,3,5-Tris(arylazo)benzenes via Pd-Catalyzed Couplings and Cu(I)-Mediated Direct Oxidations
  作者：Young-Kwan Lim、Sunju Choi、Kyung Bae Park、Cheon-Gyu Cho

  DOI：10.1021/jo035720d

  日期：2004.4.1

  A series of novel 1,3,5-tris-azobenzenes were prepared from 1,3,5-trihalobenzene via Pd-catalyzed couplings of N-Boc aryl hydrazines and subsequent Cu(I)-mediated direct oxidations. The oxidation of tris-arylhydrazide provided the azobenzene as a mixture of all four of the possible E/Z-isomers; [E,E,E]-, [E,E,Z]-, [E,Z,Z]-, and [Z,Z,Z]-1,3,5-tris-azobenzenes. A slow removal of the solvent in the dark transformed the isomers into the all-trans, [E,E,E]-isomer.