2-fluoro-7-methylxanthen-9-one | 149190-95-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2-fluoro-7-methylxanthen-9-one
• 英文别名: 2-fluoro-7-methyl-9H-xanthen-9-one
• CAS: 149190-95-4
• 化学式: C₁₄H₉FO₂
• 分子量: 228.223
• InChiKey: UROMVWGTEMMWSX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (9Z)-9-(chloromethylidene)-2-fluoro-7-methylxanthene 以76%的产率得到
  参考文献：
  名称：

  Martin Ned H., Clary Robert T., Fudala Louise D., Hyde Raymond G., Jackso+, J. E. Mitchell Sci. Soc., 108 (1992) N 3, S 102-110

  摘要：

  DOI：

文献信息

• Palladium-Catalyzed Oxidative Double CH Functionalization/Carbonylation for the Synthesis of Xanthones
  作者：Hua Zhang、Renyi Shi、Pei Gan、Chao Liu、Anxing Ding、Qiuyi Wang、Aiwen Lei

  DOI：10.1002/anie.201201050

  日期：2012.5.21

  Two at once: Xanthones with different functional groups were obtained with CO (balloon) in the presence of a simple catalytic system that consists of Pd(OAc)2, K2S2O8, and trifluoroacetic acid (see scheme). Preliminary mechanism studies reveal that the second CH functionalization might be the rate‐determining step.

  一次两个：在简单的催化体系（由Pd（OAc）2，K 2 S 2 O 8和三氟乙酸组成）的存在下，用CO（气球）获得具有不同官能团的氧杂蒽。初步的机理研究表明，第二个CH功能化可能是决定速率的步骤。
• Synthesis of xanthones through the palladium-catalyzed carbonylation/C–H activation sequence
  作者：Yingmeng Xu、Jing Zhou、Congcong Zhang、Ke Chen、Tao Zhang、Zhenting Du

  DOI：10.1016/j.tetlet.2014.09.119

  日期：2014.11

  A series of xanthones with the dibenzo-γ-pyrone framework were synthesized through the palladium-catalyzed carbonylation/C–H activation sequence from the ortho diazonium salts of diaryl ethers in moderate to excellent yields. After screening the reaction condition, the optimal condition was 5 mol % tetrakis (triphenylphosphine) palladium (0) as the catalyst, potassium carbonate as the base, and toluene

  一系列与二苯并-γ吡喃酮框架呫通过钯催化的羰基/ C-H活化从序列合成邻二芳基醚类的重氮盐在中度至良好的产率。筛选反应条件后，最佳条件是在一氧化碳气氛下，在催化量的四丁基溴化铵存在下，以5 mol％四（三苯基膦）钯（0）​​为催化剂，碳酸钾为碱，甲苯为溶剂。 。
• An efficient copper-catalytic system for performing intramolecular O-arylation reactions in aqueous media. New synthesis of xanthones
  作者：Nekane Barbero、Raul SanMartin、Esther Domínguez

  DOI：10.1039/b900931k

  日期：——

  A safe, efficient protocol for the copper-catalysed intramolecular O-arylation of 2-halobenzophenones on water to afford the valuable xanthone framework is reported. The recovery and the successful reutilization of the aqueous solution containing the copper catalyst are also presented. Moreover, the scalability and the easy setup and purification tasks of this sustainable method make it appealing for bulk industry applications.

  报道了一种安全、高效的铜催化2-卤代苯基酮在水中进行分子内O-芳基化的协议，以获得具有价值的黄酮框架。同时，本文还介绍了含铜催化剂的水相溶液的回收和成功再利用。此外，该可持续方法的可扩展性以及简便的搭建和纯化过程，使其在大规模工业应用中具有吸引力。