6-methylbenzo[k]phenanthridine | 22207-70-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 6-methylbenzo[k]phenanthridine
• 英文别名: 6-Methylbenzo[k]phenanthridine
• CAS: 22207-70-1
• 化学式: C₁₈H₁₃N
• 分子量: 243.308
• InChiKey: MJRFCVRHROPTRE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-(萘-1-基)苯胺 在 四氯化锡 、 三氯氧磷 、 苯 作用下， 生成 6-methylbenzo[k]phenanthridine
  参考文献：
  名称：

  812. 3：4-和5：6-苯并菲啶的合成

  摘要：

  DOI：

  10.1039/jr9560004213

文献信息

• Preparation of Substituted Phenanthridines from the Coupling of Aryldiazonium Salts with Nitriles: A Metal Free Approach
  作者：Mani Ramanathan、Shiuh-Tzung Liu

  DOI：10.1021/acs.joc.5b00579

  日期：2015.5.15

  A transition metal free approach for the synthesis of substituted phenanthridines from the coupling reaction of aryldiazonium tetrafluoroborates with nitriles has been developed. This operationally simple protocol proceeds through a substitution of aryldiazonium with nitriles followed by an intramolecular arylation to provide the corresponding phenanthridines in moderate to excellent yields.

  已经开发了一种无过渡金属的方法，该方法可通过四氟硼酸芳基重氮与腈的偶联反应来合成取代的菲啶。该操作简单的方案是通过用腈取代芳基重氮，然后进行分子内芳基化，以中等至极好的收率提供相应的菲啶。
• Electro‐oxidative Methylation of 2‐Isocyanobiaryls Using N,N‐dimethylformamide (DMF) as Carbon Source: Synthesis of 6‐Methylphenanthridines
  作者：Kannika La‐ongthong、Teera Chantarojsiri、Darunee Soorukram、Pawaret Leowanawat、Vichai Reutrakul、Chutima Kuhakarn

  DOI：10.1002/asia.202400176

  日期：2024.5.2

  This study reported the synthesis of 6-methylphenanthridines from 2-isocyanobiaryls using dimethylformamide (DMF) as a methyl carbon souce. The reactions were conducted in open-air atmosphere using electrochemical process at ambient temperature.

  本研究报道了使用二甲基甲酰胺（DMF）作为甲基碳源从 2-异氰基联芳基化合物合成 6-甲基菲啶。该反应是在环境温度下使用电化学过程在露天气氛中进行的。
• Pd-catalyzed assembly of phenanthridines from aryl ketone O-acetyloximes and arynes through C–H bond activation
  作者：Chen-Yu Tang、Xin-Yan Wu、Feng Sha、Fei Zhang、Hao Li

  DOI：10.1016/j.tetlet.2013.12.075

  日期：2014.1

  Pd-catalyzed annulation of aryne and aryl ketone O-acetyloxime via C-H bond activation was realized. Through the C-H bond activation/insertion/cyclization/elimination reaction sequence, phenanthridines are successfully constructed, providing an attractive strategy to approach substituted heterocycle without preactivation of starting materials. Crown Copyright (C) 2013 Published by Elsevier Ltd. All rights reserved.
• CONDENSED CYCLIC COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE INCLUDING THE SAME
  申请人：SAMSUNG DISPLAY CO., LTD.

  公开号：US20160079546A1

  公开（公告）日：2016-03-17

  A condensed cyclic compound and an organic light-emitting device, the condensed cyclic compound being represented by Formula 1 below:
• US9899611B2
  申请人：——

  公开号：US9899611B2

  公开（公告）日：2018-02-20