6-tert-butyl-4-(4-chlorophenyl)-2,8-diethyl-3,7-dioxo-3H,4H,6H,7H,8H-pyrrolo[2,3-g]quinoxaline-8-carbonitrile | 1447934-50-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 6-tert-butyl-4-(4-chlorophenyl)-2,8-diethyl-3,7-dioxo-3H,4H,6H,7H,8H-pyrrolo[2,3-g]quinoxaline-8-carbonitrile
• 英文别名: 6-Tert-butyl-4-(4-chlorophenyl)-2,8-diethyl-3,7-dioxopyrrolo[3,2-g]quinoxaline-8-carbonitrile；6-tert-butyl-4-(4-chlorophenyl)-2,8-diethyl-3,7-dioxopyrrolo[3,2-g]quinoxaline-8-carbonitrile
• CAS: 1447934-50-0
• 化学式: C₂₅H₂₅ClN₄O₂
• 分子量: 448.952
• InChiKey: ZFHBHJKREDLRPI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  76.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-氟-4-硝基苯 在 potassium tert-butylate 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 24.5h， 生成 6-tert-butyl-4-(4-chlorophenyl)-2,8-diethyl-3,7-dioxo-3H,4H,6H,7H,8H-pyrrolo[2,3-g]quinoxaline-8-carbonitrile
  参考文献：
  名称：

  A Short Preparation of Pyrroloquinoxalinones via a Cascade Reaction of N-Aryl-5-alkylamino-2-nitrosoanilines with Methyl 2-Cyanoalkanoates: Unexpected Direction of Nucleophilic Substitution of Hydrogen

  摘要：

  N-Aryl-2-nitrosoanilines possessing 5-alkylamino groups undergo a bisheteroannulation reaction with anions of 2-cyanoalkanecarboxylates resulting in pyrroloquinoxalinone derivatives. The cascade reaction involves condensation of the cyanoester anions with the nitroso group, unusual nucleophilic substitution of hydrogen in the nitrosoaniline-derived intermediate with the second carbanion molecule, and double intramolecular acylation of the amino functions.

  DOI：

  10.1055/s-0032-1316903

文献信息

• A Short Preparation of Pyrroloquinoxalinones via a Cascade Reaction of N-Aryl-5-alkylamino-2-nitrosoanilines with Methyl 2-Cyanoalkanoates: Unexpected Direction of Nucleophilic Substitution of Hydrogen
  作者：Zbigniew Wróbel、Magdalena Królikiewicz、Piotr Cmoch

  DOI：10.1055/s-0032-1316903

  日期：——

  N-Aryl-2-nitrosoanilines possessing 5-alkylamino groups undergo a bisheteroannulation reaction with anions of 2-cyanoalkanecarboxylates resulting in pyrroloquinoxalinone derivatives. The cascade reaction involves condensation of the cyanoester anions with the nitroso group, unusual nucleophilic substitution of hydrogen in the nitrosoaniline-derived intermediate with the second carbanion molecule, and double intramolecular acylation of the amino functions.