7-methoxy-[1,3]dioxolo[4,5-b]phenazine

• 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: 7-methoxy-[1,3]dioxolo[4,5-b]phenazine
• 英文别名: 7-Methoxy-[1,3]dioxolo[4,5-b]phenazine
• 化学式: C₁₄H₁₀N₂O₃
• 分子量: 254.245
• InChiKey: YIIKJJXJMKDTPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  53.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  7-methoxy-[1,3]dioxolo[4,5-b]phenazine 在 9-溴-9-硼杂双环-[3.3.1]壬烷 、 titanium(IV) tetraethanolate 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 24.0h， 生成 3,3-Diphenyl-3H-4,9,11-trioxa-7,13-diaza-benzo[a]cyclopenta[i]anthracene
  参考文献：
  名称：

  Photochromic Guests in Organogels

  摘要：

  3,3-Diphenyl-9,10-di-n-undecyloxypyrano[3,2-a]phenazine 3 was designed to be incorporated into fibres of 2,3-di-n-undecyloxyphenazine which display gel-forming ability in various fluids. A spectrokinetic study and the determination of the temperatures of gel-to-sol phase transition, give evidence of the insertion of the photochromic chromene into the organogelator network. Under continuous irradiation, the photochromic reaction induces a decrease of the gel strength which can be used to trigger the gel-to-sol phase transition.

  DOI：

  10.1080/10587250008023821
• 作为产物：
  描述：

  2,5-二羟基-1,4-苯喹酮 在 三乙胺 、 cesium fluoride 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 7-methoxy-[1,3]dioxolo[4,5-b]phenazine
  参考文献：
  名称：

  Photochromic Guests in Organogels

  摘要：

  3,3-Diphenyl-9,10-di-n-undecyloxypyrano[3,2-a]phenazine 3 was designed to be incorporated into fibres of 2,3-di-n-undecyloxyphenazine which display gel-forming ability in various fluids. A spectrokinetic study and the determination of the temperatures of gel-to-sol phase transition, give evidence of the insertion of the photochromic chromene into the organogelator network. Under continuous irradiation, the photochromic reaction induces a decrease of the gel strength which can be used to trigger the gel-to-sol phase transition.

  DOI：

  10.1080/10587250008023821

文献信息

• Palladium-Catalyzed Domino Double<i>N</i>-Arylations (Inter- and Intramolecular) of 1,2-Diamino(hetero)arenes with<i>o</i>,<i>o′</i>-Dihalo(hetero)arenes for the Synthesis of Phenazines and Pyridoquinoxalines
  作者：Joydev K. Laha、K. S. Satyanarayana Tummalapalli、Ankur Gupta

  DOI：10.1002/ejoc.201301091

  日期：2013.12

  which include base-sensitive groups, were well tolerated under the optimized reaction conditions to afford phenazines in good to excellent yields. The protocol was extended to the synthesis of pyridoquinoxalines by employing either o-phenylenediamines and 2,3-dihalopyridines or 1,2-diaminopyridines and 1,2-dihaloarenes.

  已经开发出用于合成吩嗪的多米诺反应，从 1,2-二氨基芳烃和 1,2-二卤代芳烃开始，通过钯催化的双 N-芳基化（分子间和分子内）进行，然后进行原位氧化。在优化的反应条件下，包括碱敏感基团在内的各种官能团都具有良好的耐受性，从而以良好到优异的产率提供吩嗪。该协议通过使用邻苯二胺和 2,3-二卤代吡啶或 1,2-二氨基吡啶和 1,2-二卤代芳烃，扩展到合成吡啶并喹喔啉。