N-(2-bromobenzylidene)-2-phenoxyaniline | 1236324-64-3

• 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: N-(2-bromobenzylidene)-2-phenoxyaniline
• CAS: 1236324-64-3
• 化学式: C₁₉H₁₄BrNO
• 分子量: 352.23
• InChiKey: OKQVTRYRBAAWHS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.99
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  21.59
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  N-(2-bromobenzylidene)-2-phenoxyaniline 在 sodium tetrahydroborate 、 溶剂黄146 作用下， 以55%的产率得到
  参考文献：
  名称：

  Direct Access to Benzolactams and Benzolactones via Nickel Catalyzed Carbonylation with CO2

  摘要：

  A new nickel catalyzed cross‐electrophile coupling for accessing γ‐lactams (isoindolinones) as well as γ‐lactones (isobenzofuranones) via carbonylation with CO2 is documented. The protocol exploits the synergistic role of redox‐active Ni(II) complexes and AlCl3 as a CO2 activator/oxygen scavenger, leading to the formation of a wide range of cyclic amides and esters (28 examples) in good to high yields (up to 87%). A dedicated computational investigation revealed the multiple roles played by AlCl3. In particular, the simultaneous transient protection of the pendant amino group of the starting reagents and the formation of the electrophilically activated CO2‐AlCl3 adduct are shown to concur in paving the way for an energetically favorable mechanistic pathway.

  DOI：

  10.1002/chem.202401658
• 作为产物：
  描述：

  邻溴苯甲醛 、 2-氨基二苯醚 以 乙醇 为溶剂， 以89%的产率得到N-(2-bromobenzylidene)-2-phenoxyaniline
  参考文献：
  名称：

  Stereoselective Cycloaddition of Dibenzoxazepinium Ylides to Acetylenes and Fullerene C₆₀. Conformational Behavior of 3-Aryldibenzo[b,f]pyrrolo[1,2-d][1,4]oxazepine Systems

  摘要：

  Cycloaddition of dibenzoxazepinium ylides to acetylene carboxylates leads to cis-3-aryl-3,13b-dihydrodibenzo[b,f]pyrrolo[1,2-d][1,4]oxazepinecarboxylates, which smoothly dehydrogenate to the corresponding pyrrole derivatives. The o-bromophenyl-substituted pyrrole, in contrast to the pyrroline analogue, demonstrates atropoisomerism. Stereoselective cycloaddition of dibenzoxazepinium ylides to fullerene C-60 gives rise to fulleropyrrolidines with cis-configuration. Restricted Ph group rotation is found in the phenyl derivative. Only one of two possible atropoisomers is formed in the reaction of o-bromophenyl-substituted ylide with fullerene C-60. Details of cycloaddition and conformational behavior of cycloadducts were studied by DFT computations.

  DOI：

  10.1021/jo100966j