12-butyl-9,9-dimethyl-9,10-dihydro-8H-benzo[a]xanthen-11(12H)-one | 1171121-18-8

• 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: 12-butyl-9,9-dimethyl-9,10-dihydro-8H-benzo[a]xanthen-11(12H)-one
• 英文别名: 12-butyl-9,9-dimethyl-8,9,10,12-tetrahydrobenzo[a]xanthen-11-one；12-butyl-9,9-dimethyl-10,12-dihydro-8H-benzo[a]xanthen-11-one
• CAS: 1171121-18-8
• 化学式: C₂₃H₂₆O₂
• 分子量: 334.458
• InChiKey: YCNKBNSJKSCNAE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  5,5-二甲基-1,3-环己二酮 、 正丁醛 、 2-萘酚 在 2-氨基苯酚 作用下， 以 neat (no solvent) 为溶剂， 反应 0.42h， 以85%的产率得到12-butyl-9,9-dimethyl-9,10-dihydro-8H-benzo[a]xanthen-11(12H)-one
  参考文献：
  名称：

  在无溶剂条件下由非手性 2-氨基苯酚介导的呫吨衍生物的简明无金属合成

  摘要：

  摘要 开发了一种高效的绿色技术，用于合成一些具有生物活性的 12-芳基或 12-烷基 8,9,10,12-四氢苯并[ a ]xanthenes-11-one 和 3,3,6,6-tetramethyl-3 ,4,5,6,7,9-hexahydro-1 H -xanthene-1,8(2 H )-dione 衍生物已被描述。该工艺安排了由 2-氨基苯酚介导的醛、2-萘酚和二甲酮的三组分一锅缩合反应，并为定制大量具有良好收率的呫吨衍生物提供了极好的范围。反应时间短、产品分离技术简单易行、催化剂无毒，尤其是无金属工艺是该方法的显着优势。

  DOI：

  10.1080/00397911.2022.2047730

文献信息

• A Simple and Green Approach for the Synthesis of Tetrahydrobenzo[a]-xanthen-11-one Derivatives Using Tetrabutyl Ammonium Fluoride in Water
  作者：Ching-Fa Yao、Shijay Gao、Chen Tsai

  DOI：10.1055/s-0028-1088214

  日期：2009.4

  An efficient and simple procedure for the synthesis of 12-aryl- or 12-alkyl-8,9,10,12-tetrahydrobenzo[a]xanthen-11-one derivatives has been described. This one-pot multicomponent reaction involves the reaction of aldehydes, 2-naphthol, and cyclic 1,3-diketones in the presence of catalytic amount of recyclable TBAF in water.

  已描述一种高效简单的合成12-芳基或12-烷基-8,9,10,12-四氢苯并[a]荧蒽-11-酮衍生物的程序。这种“一锅法”多组分反应涉及在可回收的催化剂TBAF（四丁基氟化铵）存在下，用水作为溶剂，反应醛、2-萘酚和环状1,3-二酮。
• Triphenylphosphine-m-sulfonate/carbon tetrabromide as an easily recoverable catalyst system for the efficient synthesis of xanthene and xanthenone derivatives under solvent-free conditions
  作者：Cong-De Huo、Xia-Zhen Bao、Dong-Cheng Hu、Xiao-Dong Jia、Chou-Gu Sun、Cheng Wang

  DOI：10.1016/j.cclet.2014.01.023

  日期：2014.5

  Abstract A solid complex, readily prepared from commercially available sodium triphenylphosphine- m -sulfonate (TPPMS) and carbon tetrabromide, can be used as an easily recoverable and reusable catalyst system for one-pot condensation of 2-naphthol with aldehydes to construct 14-aryl(alkyl)-14 H -dibenzo[ a , j ]xanthene derivatives and one-pot condensation of 2-naphthol with aldehydes and cyclic 1

  摘要由市售的三苯基膦-间磺酸钠（TPPMS）和四溴化碳易于制备的固体配合物，可作为易于回收和重复使用的催化剂体系，用于2-萘酚与醛的一锅缩合以构建14-芳基（烷基）-14 H-二苯并[a，j]氧杂蒽衍生物和2-萘酚与醛和环状1,3-二羰基化合物的一锅缩合反应，以构建12-芳基（烷基）-8,9,10,12 -四氢苯并[a]黄酮-11-酮衍生物。
• 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.