dimethyl 3-(4-chlorophenyl)dibenzo[b,f]pyrrolo[1,2-d][1,4]oxazepine-1,2-dicarboxylate | 1236324-73-4

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: dimethyl 3-(4-chlorophenyl)dibenzo[b,f]pyrrolo[1,2-d][1,4]oxazepine-1,2-dicarboxylate
• 英文别名: Dimethyl 3-(4-chlorophenyl)-13-oxa-2-azatetracyclo[12.4.0.02,6.07,12]octadeca-1(18),3,5,7,9,11,14,16-octaene-4,5-dicarboxylate
• CAS: 1236324-73-4
• 化学式: C₂₆H₁₈ClNO₅
• 分子量: 459.886
• InChiKey: ILWZNXIHOOLJCC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  33
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  66.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  dimethyl (3RS,13bSR)-3-(4-chlorophenyl)-3,13b-dihydrodibenzo[b,f]pyrrolo[1,2-d][1,4]oxazepine-1,2-dicarboxylate 在 manganese(IV) oxide 作用下， 以 甲苯 为溶剂， 反应 0.5h， 以97%的产率得到dimethyl 3-(4-chlorophenyl)dibenzo[b,f]pyrrolo[1,2-d][1,4]oxazepine-1,2-dicarboxylate
  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