N-benzyl-cis-1,2-cyclohexanedione-4,5-dicarboximide phenylosazone | 145211-93-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: N-benzyl-cis-1,2-cyclohexanedione-4,5-dicarboximide phenylosazone
• CAS: 145211-93-4
• 化学式: C₂₇H₂₅N₅O₂
• 分子量: 451.528
• InChiKey: JQPKSRNPMQSLKA-ZRZAMGCNSA-N

反应信息

• 作为产物：
  描述：

  N-苄基马来酰亚胺 在 间氯过氧苯甲酸 作用下， 以 various solvent(s) 为溶剂， 反应 61.5h， 生成 N-benzyl-cis-1,2-cyclohexanedione-4,5-dicarboximide phenylosazone
  参考文献：
  名称：

  Synthetic Approaches to Indolo[2,3-a]carbazole alkaloids. Syntheses of arcyriaflavin A and AT2433-B aglycone

  摘要：

  Ozonolysis of tetrahydrophthalimides 17 and 18 or cyclohexane diester 25 and treatment of the intermediate dialdehydes (19, 20, 26) with an arylhydrazine affords the corresponding bis-arylhydrazones (21-24, 27, 28). Exposure of 21 and 23 to PPSE in CH3NO2 gives the indolo[2,3-a]carbazole alkaloids arcyriaflavin A (8) and AT2433-B aglycone (29) in low yield. bis-Phenylhydrazones (osazones) (33, 34, 42, 44) of cyclohexandiones were synthesized by m-CPBA oxidation of 4,5-bis(trimethylsilyloxy)tetrahydrophthalimides followed by treatment of the presumed intermediate 1,2-cyclohexanediones with an arylhydrazine. These osazones were cyclized to the corresponding indolo[2,3-a]carbazoles with PPSE.

  DOI：

  10.1016/s0040-4020(01)81986-4