4,4'-dimethoxybenzophenone O-acetyloxime | 1392400-97-3

• 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: 4,4'-dimethoxybenzophenone O-acetyloxime
• 英文别名: bis(4-methoxyphenyl)methanone O-acetyl oxime；[Bis(4-methoxyphenyl)methylideneamino] acetate
• CAS: 1392400-97-3
• 化学式: C₁₇H₁₇NO₄
• 分子量: 299.326
• InChiKey: OQOSDYFSYIDQHE-UHFFFAOYSA-N

物化性质

• 沸点：
  425.0±55.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  57.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4,4'-dimethoxybenzophenone O-acetyloxime 、 2-(三甲基硅)苯基三氟甲烷磺酸盐 在 palladium diacetate 、 caesium carbonate 、 三苯基膦 、 cesium fluoride 、 copper dichloride 作用下， 以 甲苯 、 乙腈 为溶剂， 反应 36.0h， 以79%的产率得到9-methoxy-6-(4-methoxyphenyl)phenanthridine
  参考文献：
  名称：

  Pd-catalyzed assembly of phenanthridines from aryl ketone O-acetyloximes and arynes through C–H bond activation

  摘要：

  Pd-catalyzed annulation of aryne and aryl ketone O-acetyloxime via C-H bond activation was realized. Through the C-H bond activation/insertion/cyclization/elimination reaction sequence, phenanthridines are successfully constructed, providing an attractive strategy to approach substituted heterocycle without preactivation of starting materials. Crown Copyright (C) 2013 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.12.075

文献信息

• Copper-Mediated Multiple C–H Functionalization of Aromatic<i>N</i>-Heterocycles: Bromoamination of Indoles and Pyrroles
  作者：Alex John、Kenneth M. Nicholas

  DOI：10.1021/om300553b

  日期：2012.11.26

  A copper-mediated bromoamination of aromatic N-heterocycles has been achieved using oxime esters as the N-reagents under mild conditions (ca. 70 degrees C). The reaction with N-alkyl indoles proceeds regioselectively to produce the 2-amino-3-bromo indole derivatives as confirmed by X-ray crystallographic analysis of the brominated product, 3aa-Br. With N-methylpyrrole both the monobromoaminated and dibromoaminated products were produced by this method.
• PHOTOPOLYMERIZABLE THERMOSETTING RESIN COMPOSITIONS
  申请人：Ciba Specialty Chemicals Holding Inc.

  公开号：EP1095313B1

  公开（公告）日：2008-03-05