trans-4-(4-bromophenyl)-1,3-diphenylazetidin-2-one | 138714-66-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: trans-4-(4-bromophenyl)-1,3-diphenylazetidin-2-one
• CAS: 138714-66-6
• 化学式: C₂₁H₁₆BrNO
• 分子量: 378.268
• InChiKey: NNPKHRXXXBNPOL-WOJBJXKFSA-N

物化性质

• 沸点：
  547.7±50.0 °C(Predicted)
• 密度：
  1.415±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.32
• 重原子数：
  24.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  20.31
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  对溴苯甲醛 以 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 4.0h， 生成 trans-4-(4-bromophenyl)-1,3-diphenylazetidin-2-one
  参考文献：
  名称：

  on the azetidin-2-one ring formation. A 1H NMR investigation.

  摘要：

  Azetidin-2-ones were prepared by addition of phenylacetic acid chloride to substituted benzal-anilines in DMF. The effect of temperature and substituents at the benzal-anilines on the reaction mechanism was investigated, carrying out the reaction in DMF d7 in an NMR probe of a Bruker 400-MHz spectrometer, at 25 and 60-degrees-C. Proton signals, arising from two kinds of intermediates, a 2-phenyl-N-(alpha-chlorobenzyl)-acetanilide (6) and a nitrogen-charged adduct (7), suggest that two competitive mechanisms play a role in the formation of trans and cis azetidin-2-ones.

  DOI：

  10.1016/s0040-4020(01)89743-x

文献信息

• Diurno; Mazzoni; Piscopo, Il Farmaco, 1992, vol. 47, # 2, p. 239 - 247
  作者：Diurno、Mazzoni、Piscopo、Bolognese

  DOI：——

  日期：——
• Studies of multicomponent Kinugasa reactions in aqueous media
  作者：Craig S. McKay、David C. Kennedy、John Paul Pezacki

  DOI：10.1016/j.tetlet.2009.02.035

  日期：2009.4

  Micelle-promoted, copper-catalyzed multicomponent Kinugasa reactions were studied in aqueous media. Reactions were performed in a 'single pot' for a series of in situ generated C,N-diphenylnitrones with Cu(I) phenylacetylide providing beta-lactams in yields of 45-85%. Substituents affect the reaction by either accelerating cycloaddition or minimizing side reactions. (C) 2009 Elsevier Ltd. All rights reserved.