| 61845-49-6

• CAS: 61845-49-6
• 化学式: C₁₉H₂₀NO₂
• 分子量: 294.373
• InChiKey: WKROFDQUNMLWBL-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  在 ammonium cerium(IV) nitrate 作用下， 以 水 、 乙腈 为溶剂， 以60%的产率得到4-(1-Hydroxy-1-methyl-ethyl)-2-methyl-1-oxy-2-phenyl-2H-quinolin-6-one
  参考文献：
  名称：

  Oxidative dimerization of quinolinic nitroxides in the presence of trichloro- and trifluoro- acetic acid. Crystal structures of 6,6′-bis-(1-oxide-1,2,6,8a-tetrahydroquinoline)ylidene and of 2,3-diphenylquinoline

  摘要：

  Quinolinic nitroxides 1a-c react with trichloro- (TCA) and trifluoro- (TFA) acetic acid to give dimers 3a-c and quinolines 4a-c as the main products. Products 3a-c are explained as arising via the intermediate formation of the radical cation 5, which forms the final dimer through an oxidative dimerization promoted by the TCA or TFA. The formation of products 4a-c is explained by a Wagner-Meerwein type transposition of the phenyl group from C-2 to C-3. The disproportionation, which generally occurs in the presence of acid for nitroxides having the N-O function conjugated with a pi-system, has been excluded even though quinoneimine N-oxides 2a-c were isolated. The structure of compounds 3a and 4a were determined by crystal X-ray analysis.

  DOI：

  10.1016/s0040-4020(01)81875-5
• 作为产物：
  描述：

  甲基碘化镁 、 2-Phenyl-4-carbethoxyquinoline N-oxide 在 lead dioxide 作用下， 生成
  参考文献：
  名称：

  Oxidative dimerization of quinolinic nitroxides in the presence of trichloro- and trifluoro- acetic acid. Crystal structures of 6,6′-bis-(1-oxide-1,2,6,8a-tetrahydroquinoline)ylidene and of 2,3-diphenylquinoline

  摘要：

  Quinolinic nitroxides 1a-c react with trichloro- (TCA) and trifluoro- (TFA) acetic acid to give dimers 3a-c and quinolines 4a-c as the main products. Products 3a-c are explained as arising via the intermediate formation of the radical cation 5, which forms the final dimer through an oxidative dimerization promoted by the TCA or TFA. The formation of products 4a-c is explained by a Wagner-Meerwein type transposition of the phenyl group from C-2 to C-3. The disproportionation, which generally occurs in the presence of acid for nitroxides having the N-O function conjugated with a pi-system, has been excluded even though quinoneimine N-oxides 2a-c were isolated. The structure of compounds 3a and 4a were determined by crystal X-ray analysis.

  DOI：

  10.1016/s0040-4020(01)81875-5

文献信息

• Cardellini, Liberato; Carloni, Patricia; Damiani, Elisabetta, journal of the chemical society-perkin transactions 2, 1994, # 4, p. 769 - 774
  作者：Cardellini, Liberato、Carloni, Patricia、Damiani, Elisabetta、Greci, Lucedio、Stipa, Pierluigi、et al.

  DOI：——

  日期：——