9,10-dihydro-9,9-dimethyl-12-(5-methylfuran-2-yl)-8H-benzo[a]xanthen-11(12H)-one | 1359826-91-7

• 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: 9,10-dihydro-9,9-dimethyl-12-(5-methylfuran-2-yl)-8H-benzo[a]xanthen-11(12H)-one
• 英文别名: 9,9-dimethyl-12-(5-methylfuran-2-yl)-10,12-dihydro-8H-benzo[a]xanthen-11-one
• CAS: 1359826-91-7
• 化学式: C₂₄H₂₂O₃
• 分子量: 358.437
• InChiKey: WMLWKSVQRVGSHO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  27
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  39.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-甲基呋喃醛 、 5,5-二甲基-1,3-环己二酮 、 2-萘酚 在 HY zeolite catalyst 作用下， 反应 1.0h， 以85%的产率得到9,10-dihydro-9,9-dimethyl-12-(5-methylfuran-2-yl)-8H-benzo[a]xanthen-11(12H)-one
  参考文献：
  名称：

  A multicomponent, solvent-free, one-pot synthesis of benzoxanthenones catalyzed by HY zeolite: their anti-microbial and cell imaging studies

  摘要：

  An atom-economical, multicomponent condensation of naphthols, aldehydes, and cyclic 1,3-dicarbonyl compounds catalyzed by HY zeolites under solvent-free conditions is reported. This ecofriendly protocol offers several advantages such as a green and cost-effective procedure with excellent yield, shorter reaction time, simpler work-up, recovery, and reusability of metal-free solid acid heterogeneous catalyst and tolerance of a wide range of functional groups. The biological studies such as in vitro anti-microbial activities of the prepared new compounds and cell imaging studies on K562 leukemia cell lines by selected benzoxanthenones are evaluated. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.10.143

文献信息

• A multicomponent, solvent-free, one-pot synthesis of benzoxanthenones catalyzed by HY zeolite: their anti-microbial and cell imaging studies
  作者：Velladurai Rama、Kuppusamy Kanagaraj、Kasi Pitchumani

  DOI：10.1016/j.tetlet.2011.10.143

  日期：2012.2

  An atom-economical, multicomponent condensation of naphthols, aldehydes, and cyclic 1,3-dicarbonyl compounds catalyzed by HY zeolites under solvent-free conditions is reported. This ecofriendly protocol offers several advantages such as a green and cost-effective procedure with excellent yield, shorter reaction time, simpler work-up, recovery, and reusability of metal-free solid acid heterogeneous catalyst and tolerance of a wide range of functional groups. The biological studies such as in vitro anti-microbial activities of the prepared new compounds and cell imaging studies on K562 leukemia cell lines by selected benzoxanthenones are evaluated. (C) 2011 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.