9,9-dimethyl-12-(3,4,5-trimethoxyphenyl)-10,12-dihydro-8H-benzo[a]xanthen-11-one | 1430814-45-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 新黄酮类化合物
• 英文名称: 9,9-dimethyl-12-(3,4,5-trimethoxyphenyl)-10,12-dihydro-8H-benzo[a]xanthen-11-one
• CAS: 1430814-45-1
• 化学式: C₂₈H₂₈O₅
• 分子量: 444.527
• InChiKey: MRJPUCSURWZPJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  33
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3,4,5-三甲氧基苯甲醛 、 5,5-二甲基-1,3-环己二酮 、 2-萘酚 在 blackberry dye-sensitized TiO₂ 作用下， 以 乙醇 为溶剂， 以96 %的产率得到9,9-dimethyl-12-(3,4,5-trimethoxyphenyl)-10,12-dihydro-8H-benzo[a]xanthen-11-one
  参考文献：
  名称：

  使用黑莓染料敏化 TiO2 通过可见光驱动光催化绿色合成呫吨衍生物

  摘要：

  研究人员正在积极探索可持续化学的新方法，旨在减少环境危害，同时优化效率。一种有前景的方法是可见光光催化，它可以在温和条件下实现有机转化。本研究重点是通过 2-萘酚的三组分、一锅缩合反应合成呫吨衍生物（12-芳基/杂芳基-8,9,10,12-四氢苯并[a] xanthen-11-oness） 、二甲酮和醛，使用黑莓染料敏化的可见光响应型 TiO 2纳米颗粒。对原始 TiO 2纳米颗粒和黑莓染料敏化 TiO 2（BB 染料-TiO 2 ）进行了比较分析，以评估它们的光催化活性。结果明确证明了 BB 染料-TiO 2与原始 TiO 2纳米颗粒相比具有优异的光催化活性。该研究确定了实现高效光催化合成呫吨衍生物的最佳操作条件，并提出了光催化过程的机理。光催化合成的优化条件为：反应时间30  min、光强100  mW/cm 2、光催化剂浓度1  g/L。此外，可重复使用性测试表明，BB染料-TiO

  DOI：

  10.1016/j.jallcom.2023.173388

文献信息

• Formation of benzoxanthenones and benzochromenones via cerium-impregnated-MCM-41 catalyzed, solvent-free, three-component reaction and their biological evaluation as anti-microbial agents
  作者：Adinarayana Murthy Akondi、Mannepalli Lakshmi Kantam、Rajiv Trivedi、Bojja Sreedhar、Sudheer Kumar Buddana、Reddy Shetty Prakasham、Suresh Bhargava

  DOI：10.1016/j.molcata.2014.02.012

  日期：2014.5

  We report here, three-component condensation reaction of naphthols, aldehydes and 1,3-dicarbonyl compounds catalyzed by Ce-MCM-41 under solvent-free conditions. Several advantages can be perceived using this eco-friendly protocol such as, a green and cost-effective procedure with excellent yield, shorter reaction time, simpler work-up, recovery and reusability of solid acid heterogeneous catalyst and tolerance towards a wide range of functional groups. We also report here the anti-microbial activities of the new compounds. Particularly, it was found that the new compounds have shown promising effect on Pseudo monal infections. (C) 2014 Elsevier B.V. All rights reserved.
• The first example of glucose-containing Brønsted acid synthesis and catalysis: efficient synthesis of tetrahydrobenzo[α]xanthens and tetrahydrobenzo[α]acridines in water
  作者：Yu Wan、Xiao-xiao Zhang、Chao Wang、Ling-ling Zhao、Liang-feng Chen、Gui-xiang Liu、Shu-ying Huang、Shu-ning Yue、Wen-li Zhang、Hui Wu

  DOI：10.1016/j.tet.2013.03.029

  日期：2013.5

  Glucose sulfonic acid (GSA) was synthesized for the first time and used as an efficient catalyst for the preparation of tetrahydrobenzo[alpha]xanthens and tetrahydrobenzo[alpha]acridines via the reaction of aromatic aldehydes, 2-naphthol (or beta-naphthylamine), and dimedone in water. Up to four new bonds and one new ring were formed in one-pot with water as the only by-product in these two reactions. The work opens up a new and efficient synthesis and application of sugar-containing Bronsted acid. (C) 2013 Elsevier Ltd. All rights reserved.
• Ammonium Oxalate as an Efficient Catalyst for One-Pot Synthesis of Tetrahydrobenzo [a]xanthen-11-one Derivatives Under Solvent-Free Conditions
  作者：Hamid R. M. Esfahani、Naser Foroughifar、Akbar Mobinikhaledi、Hassan Moghanian

  DOI：10.1080/15533174.2012.754767

  日期：2013.7.3

  A simple and efficient procedure for the synthesis of 12-aryl- or 12-alkyl-8,9,10,12-tetrahydrobenzo[a]xanthen-11-one derivatives has been developed via one-pot three-component reaction of 2-naphthol, aldehydes, and dimedone in the presence of ammonium oxalate as a mild and inexpensive catalyst under solvent-free conditions. The present method is operationally simple and offers several advantages such as high yields, short reaction time, economic availability of the catalyst, and simple workup.