O-methyl-4-chlorobenzamidoxime | 68176-28-3

• 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: O-methyl-4-chlorobenzamidoxime
• 英文别名: 4-chloro-N'-methoxybenzenecarboximidamide
• CAS: 68176-28-3
• 化学式: C₈H₉ClN₂O
• 分子量: 184.625
• InChiKey: ADSYRUWSNLRXGM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  对溴碘苯 、 O-methyl-4-chlorobenzamidoxime 在 tris(dibenzylideneacetone)dipalladium (0) caesium carbonate 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 1,4-二氧六环 为溶剂， 反应 36.0h， 以79%的产率得到N'-(4-bromophenyl)-4-chloro-N-methoxybenzenecarboximidamide
  参考文献：
  名称：

  Palladium-catalyzed N-arylation of O-methylamidoximes

  摘要：

  Pd-catalyzed coupling of O-methylbenzamidoximes gave N-aryl O-methylbenzamidoximes using aryl halides with electron attracting or moderate electron donating groups. Under the same conditions, benzamidoxime failed to undergo coupling and O-acetylbenzamidoxime underwent cyclization to form the corresponding [1,2,4]oxadiazole. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(02)00775-x
• 作为产物：
  描述：

  4-氯-N-羟基苯羧酰亚胺 、 硫酸二甲酯 生成 O-methyl-4-chlorobenzamidoxime
  参考文献：
  名称：

  Palladium-catalyzed N-arylation of O-methylamidoximes

  摘要：

  Pd-catalyzed coupling of O-methylbenzamidoximes gave N-aryl O-methylbenzamidoximes using aryl halides with electron attracting or moderate electron donating groups. Under the same conditions, benzamidoxime failed to undergo coupling and O-acetylbenzamidoxime underwent cyclization to form the corresponding [1,2,4]oxadiazole. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(02)00775-x

文献信息

• Electrochemical Access to Aza‐Polycyclic Aromatic Hydrocarbons: Rhoda‐Electrocatalyzed Domino Alkyne Annulations
  作者：Wei‐Jun Kong、Zhigao Shen、Lars H. Finger、Lutz Ackermann

  DOI：10.1002/anie.201914775

  日期：2020.3.27

  Nitrogen-doped polycyclic aromatic hydrocarbons (aza-PAHs) have found broad applications in material sciences. Herein, a modular electrochemical synthesis of aza-PAHs was developed via a rhodium-catalyzed cascade C-H activation and alkyne annulation. A multifunctional O-methylamidoxime enabled the high chemo- and regioselectivity. The isolation of two key rhodacyclic intermediates made it possible

  氮掺杂多环芳烃（氮杂-PAHs）已在材料科学中得到广泛应用。本文中，通过铑催化的级联CH活化和炔烃环化反应开发了氮杂-PAHs的模块化电化学合成方法。多功能的O-甲基ami胺肟具有很高的化学和区域选择性。两个关键的rhodocyclic中间体的分离使得有可能描绘出三个CH活化步骤的确切顺序。此外，金属电催化的多CH转化具有独特的官能团耐受性，包括高反应性的碘基和叠氮基。
• Palladium-catalyzed N-arylation of O-methylamidoximes
  作者：Mariappan Anbazhagan、Chad E Stephens、David W Boykin

  DOI：10.1016/s0040-4039(02)00775-x

  日期：2002.6

  Pd-catalyzed coupling of O-methylbenzamidoximes gave N-aryl O-methylbenzamidoximes using aryl halides with electron attracting or moderate electron donating groups. Under the same conditions, benzamidoxime failed to undergo coupling and O-acetylbenzamidoxime underwent cyclization to form the corresponding [1,2,4]oxadiazole. (C) 2002 Published by Elsevier Science Ltd.