6-p-toluenesulfonyl-6,7-dihydro-5H-dibenz[c,e]azepine | 1924-75-0

• 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: 6-p-toluenesulfonyl-6,7-dihydro-5H-dibenz[c,e]azepine
• 英文别名: 6-Toluol-p-sulfonyl-6,7-dihydro-5H-dibenzazepin；6-(toluene-4-sulfonyl)-6,7-dihydro-5H-dibenzo[c,e]azepine；6-(4-Methylphenyl)sulfonyl-5,7-dihydrobenzo[d][2]benzazepine
• CAS: 1924-75-0
• 化学式: C₂₁H₁₉NO₂S
• 分子量: 349.453
• InChiKey: KZQMCRFKBNGUHI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-碘苯甲基溴 在 palladium diacetate sodium hydride 、 caesium carbonate 、 对苯二酚 作用下， 以 N,N-二甲基乙酰胺 、 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成 6-p-toluenesulfonyl-6,7-dihydro-5H-dibenz[c,e]azepine
  参考文献：
  名称：

  Palladium-Catalyzed (Ullmann-Type) Homocoupling of Aryl Halides:  A Convenient and General Synthesis of Symmetrical Biaryls via Inter- and Intramolecular Coupling Reactions

  摘要：

  [GRAPHICS]A convenient new procedure is described for both inter- and intramolecular homocoupling of aryl halides (Ullmann reaction) using catalytic palladium in the presence of hydroquinone, a homogeneous reductant. Optimal conditions for the reductive coupling include the use of a 1:1 molar ratio of Pd(OAc)(2) and As(o-tolyl)(3) in catalytic amounts under basic conditions.

  DOI：

  10.1021/ol990872+

文献信息

• Palladium-Catalyzed Regiocontrolled Domino Synthesis of <i>N</i>-Sulfonyl Dihydrophenanthridines and Dihydrodibenzo[<i>c</i>,<i>e</i>]azepines: Control over the Formation of Biaryl Sultams in the Intramolecular Direct Arylation
  作者：Joydev K. Laha、Neetu Dayal、Roli Jain、Ketul Patel

  DOI：10.1021/jo501910q

  日期：2014.11.21

  A palladium-catalyzed domino N-benzylation/intramolecular direct arylation involving sulfonanilides and 2-bromobenzyl bromides has been developed for the first time, providing a workable access to N-sulfonyl dihydrophenanthridines in good to excellent yields. Under the optimized conditions, the formation of 5,6-dihydrophenanthridines was largely controlled over the formation of biaryl sultams containing

  首次开发了包括磺酰苯胺和2-溴苄基溴的钯催化的多米诺骨牌N-苄基化/分子内直接芳基化，提供了以良好至极佳收率的N-磺酰基二氢菲啶的可行途径。在优化的条件下，5，6-二氢菲啶的形成大大地控制了含有七个成员环的联芳基阿马丹的形成。发现优化的条件可扩展至联芳基杜仲形成上的N-磺酰基-6,7-二氢-5 H-二苯并[ c，e ]氮杂的区域控制的多米诺骨形成。使用合适的底物，仅可获得联芳基阿马丹。
• Palladium‐catalyzed Intramolecular Coupling Reactions between Vinyl Bromides, Aryl and Vinyl Halides, and Aryl Iodides Mediated by Indium: Preparation of Five‐ to Eight‐membered Carbocycles and Heterocycles
  作者：Woo Hyung Jeon、Hyunseok Kim、Jang‐Sik Choi、Kooyeon Lee、Phil Ho Lee

  DOI：10.1002/bkcs.10106

  日期：2015.2
• Palladium-Catalyzed (Ullmann-Type) Homocoupling of Aryl Halides:  A Convenient and General Synthesis of Symmetrical Biaryls via Inter- and Intramolecular Coupling Reactions
  作者：D. David Hennings、Tetsuo Iwama、Viresh H. Rawal

  DOI：10.1021/ol990872+

  日期：1999.10.1

  [GRAPHICS]A convenient new procedure is described for both inter- and intramolecular homocoupling of aryl halides (Ullmann reaction) using catalytic palladium in the presence of hydroquinone, a homogeneous reductant. Optimal conditions for the reductive coupling include the use of a 1:1 molar ratio of Pd(OAc)(2) and As(o-tolyl)(3) in catalytic amounts under basic conditions.