4-chloro-N-(2,2-dichloro-1-phenylcyclopropylmethylidene)aniline N-oxide | 1283128-84-6

• 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: 4-chloro-N-(2,2-dichloro-1-phenylcyclopropylmethylidene)aniline N-oxide
• 英文别名: 4-chloro-N-(2,2-dichloro-1-phenylcyclopropyl-methylidene)aniline N-oxide；N-(4-chlorophenyl)-1-(2,2-dichloro-1-phenylcyclopropyl)methanimine oxide
• CAS: 1283128-84-6
• 化学式: C₁₆H₁₂Cl₃NO
• 分子量: 340.636
• InChiKey: VLVQNLFVRLSTHZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  28.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(4-氟苯基)-吡咯-2,5-二酮 、 4-chloro-N-(2,2-dichloro-1-phenylcyclopropylmethylidene)aniline N-oxide 以 二氯甲烷 为溶剂， 反应 12.0h， 以53%的产率得到(3RS,3aSR,6aRS)-2-(4-chlorophenyl)-3-[(RS)-2,2-dichloro-1-phenylcyclopropyl]-5-(4-fluorophenyl)tetrahydropyrrolo[3,4-d]isoxazole-4,6-dione
  参考文献：
  名称：

  Dipolar cycloaddition of N-aryl-C-(2,2-dichloro-1-phenylcyclopropyl)nitrones to N-arylmaleimides

  摘要：

  1,3-Dipolar cycloaddition of N-aryl-C-(2,2-dichloro-1-phenylcyclopropyl)nitrones to N-arylmaleimides stereoselectively gives substituted pyrrolo[3,4-d]isoxazolidines as mixtures of two diastereoisomers differing by configuration at the C-1' atom of the cyclopropane ring in the substituent on C-3. Substituents in the aromatic rings of the initial nitrone and maleimide do not affect the stereochemistry of the process.

  DOI：

  10.1134/s1070428011010076
• 作为产物：
  描述：

  2,2-二氯-1-苯基环丙烷-1-甲醛 、 4-氯苯基羟胺 以 乙醇 为溶剂， 以75%的产率得到4-chloro-N-(2,2-dichloro-1-phenylcyclopropylmethylidene)aniline N-oxide
  参考文献：
  名称：

  Dipolar cycloaddition of N-aryl-C-(2,2-dichloro-1-phenylcyclopropyl)nitrones to N-arylmaleimides

  摘要：

  1,3-Dipolar cycloaddition of N-aryl-C-(2,2-dichloro-1-phenylcyclopropyl)nitrones to N-arylmaleimides stereoselectively gives substituted pyrrolo[3,4-d]isoxazolidines as mixtures of two diastereoisomers differing by configuration at the C-1' atom of the cyclopropane ring in the substituent on C-3. Substituents in the aromatic rings of the initial nitrone and maleimide do not affect the stereochemistry of the process.

  DOI：

  10.1134/s1070428011010076