10,11-dihydro-7-(3-methoxyphenyl)-10,10-dimethyl-7H-benzo[c]xanthen-8(9H)-one | 1224601-85-7

• 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: 10,11-dihydro-7-(3-methoxyphenyl)-10,10-dimethyl-7H-benzo[c]xanthen-8(9H)-one
• 英文别名: 7-(3-methoxyphenyl)-10,10-dimethyl-10,11-dihydro-7H-benzo[c]xanthen-8(9H)-one；7-(3-methoxyphenyl)-10,10-dimethyl-9,11-dihydro-7H-naphtho[1,2-b]chromen-8-one
• CAS: 1224601-85-7
• 化学式: C₂₆H₂₄O₃
• 分子量: 384.475
• InChiKey: VBNFPGALBWSOLP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  29
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  萘酚 、 5,5-二甲基-1,3-环己二酮 、 3-甲氧基苯甲醛 在 L-proline triflate 作用下， 以 水 为溶剂， 反应 4.0h， 以77%的产率得到10,11-dihydro-7-(3-methoxyphenyl)-10,10-dimethyl-7H-benzo[c]xanthen-8(9H)-one
  参考文献：
  名称：

  脯氨酸三氟甲磺酸酯催化水中苯并氧杂蒽合成的新策略

  摘要：

  在三氟甲磺酸脯氨酸的催化下，萘酚，醛和1,3-二羰基化合物在水中的缩合可得到高收率的苯并氧杂蒽。提出了该反应的可能机理。

  DOI：

  10.1016/j.tetlet.2010.02.149

文献信息

• A new strategy for the synthesis of benzoxanthenes catalyzed by proline triflate in water
  作者：Jianjun Li、Lingmei Lu、Weike Su

  DOI：10.1016/j.tetlet.2010.02.149

  日期：2010.5

  Catalyzed by proline triflate, benzoxanthenes were obtained in good yields from the condensation of naphthols, aldehydes, and 1,3-dicarbonyl compounds in water. A possible mechanism of this reaction is proposed.

  在三氟甲磺酸脯氨酸的催化下，萘酚，醛和1,3-二羰基化合物在水中的缩合可得到高收率的苯并氧杂蒽。提出了该反应的可能机理。
• 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.
• Pentafluorophenylammonium Triflate (PFPAT): An Efficient, Practical, and Cost-Effective Catalyst for One-Pot Condensation of β-Naphthol, Aldehydes and Cyclic 1,3-Dicarbonyl Compounds
  作者：Samad Khaksar、Nosratollah Behzadi

  DOI：10.2174/138620712803901153

  日期：2012.11.7

  A pentafluorophenylammonium triflate (PFPAT) catalyst (10 mol%) efficiently promoted one-pot condensation of β-naphthol, aldehydes, and cyclic 1,3-dicarbonyl compounds in good to excellent yield under mild reaction conditions. These catalytic condensations have advantages from the viewpoint of green chemistry. PFPAT organocatalyst is air-stable, cost-effective, easy to handle, and easily removed from

  在轻度的反应条件下，五氟苯基三氟甲磺酸铵（PFPAT）催化剂（10 mol％）有效地促进了β-萘酚，醛和环状1,3-二羰基化合物的一锅缩合。从绿色化学的观点来看，这些催化缩合具有优点。PFPAT有机催化剂是空气稳定的，具有成本效益的，易于处理的，并且易于从反应混合物中除去。