2-amino-5H-benzo[b]carbazole-6,11-dione | 39533-92-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 2-amino-5H-benzo[b]carbazole-6,11-dione
• CAS: 39533-92-1
• 化学式: C₁₆H₁₀N₂O₂
• 分子量: 262.268
• InChiKey: LPOMQOQLTQXZBD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  76
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-amino-5H-benzo[b]carbazole-6,11-dione 在 吡啶 、 4-二甲氨基吡啶 、 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 12.0h， 生成 N-(6,11-dihydroxy-5H-benzo[b]carbazol-2-yl)-5-(dimethylamino)naphthalene-1-sulfonamide
  参考文献：
  名称：

  N-Dansyl-carbazoloquinone; a chemical and electrochemical fluorescent switch

  摘要：

  A new 'push-pull' molecule having an efficient fluorophore (dansyl) in electronic communication with an active redox quencher (phenyl-carbazoloquinone) through an NH-bridge was designed and synthesized. This all-organic molecule is suggested as a highly reversible 'on/off' molecular switching system. Chemical and electrochemical inter-conversion between the quinone acceptor and the dansyl donor were demonstrated via UV-vis, cyclic voltammetry and fluorescence measurements. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.05.139
• 作为产物：
  描述：

  2-((4-aminophenyl)amino)naphthalene-1,4-dione 在 盐酸 、 palladium diacetate 、 硫酸 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 反应 7.0h， 生成 2-amino-5H-benzo[b]carbazole-6,11-dione
  参考文献：
  名称：

  N-Dansyl-carbazoloquinone; a chemical and electrochemical fluorescent switch

  摘要：

  A new 'push-pull' molecule having an efficient fluorophore (dansyl) in electronic communication with an active redox quencher (phenyl-carbazoloquinone) through an NH-bridge was designed and synthesized. This all-organic molecule is suggested as a highly reversible 'on/off' molecular switching system. Chemical and electrochemical inter-conversion between the quinone acceptor and the dansyl donor were demonstrated via UV-vis, cyclic voltammetry and fluorescence measurements. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.05.139

文献信息

• Pd-catalyzed C-H Arylation: A General Route for the Synthesis of Benzo[<i>b</i> ]carbazolenaphthoquinones
  作者：Arabinda Mandal、Suresh Kumar Mondal、Akash Jana、Susanta Kumar Manna、Sk Asraf Ali、Shubhankar Samanta

  DOI：10.1002/jhet.2832

  日期：2017.7

  A short, efficient and general methodology for benzo[b]carbazolenaphthoquinones was developed via Pd‐catalyzed C‐H arylation process. This methodology was successfully applied to the synthesis of highly biologically active compound 5H–benzo[b]carbazole‐6,11‐diones. Additionally, one‐pot synthesis of benzo[b]phenazine‐6,11(5H,12H)‐dione derivatives was also explored in aqueous medium.

  通过Pd催化的CH-H芳基化过程，开发了一种简短，高效且通用的苯并[ b ]咔唑萘醌方法。该方法已成功地用于合成具有高生物活性的化合物5H-苯并[ b ]咔唑-6,11-二酮。此外，还研究了在水介质中一锅法合成苯并[ b ]吩嗪-6,11（5H，12H）-二酮衍生物。