12-(4-fluorophenyl)-9,10-dihydro-8H-benzo[a]xanthen-11(12H)-one | 1239360-28-1

• 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-(4-fluorophenyl)-9,10-dihydro-8H-benzo[a]xanthen-11(12H)-one
• 英文别名: 12-(4-fluophenyl)-8,9,10,12-tetrahydrobenzo[a]xanthen-11-one；12-(4-fluorophenyl)-8,9,10,12-tetrahydrobenzo[a]xanthen-11-one
• CAS: 1239360-28-1
• 化学式: C₂₃H₁₇FO₂
• 分子量: 344.385
• InChiKey: MDXUZGSIJFTRJB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  26
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  12-(4-fluorophenyl)-9,10-dihydro-8H-benzo[a]xanthen-11(12H)-one 、 氨基硫脲 在 溶剂黄146 作用下， 以 甲醇 、 氯仿 为溶剂， 反应 24.0h， 以65%的产率得到12-(4-fluorophenyl)-8,9,10,12-tetrahydrobenzo[a]xanthen-11-one thiosemicarbazone
  参考文献：
  名称：

  NMR spectral and structural studies on some xanthenones and their thiosemicarbazone derivatives: Crystal and molecular structure of 12-(2-chlorophenyl)-8,9,10,12-tetrahydrobenzo[a]xanthen-11-one

  摘要：

  A series of 12-aryl-8,9,10,12-tetrahydrobenzo[a]xanthen-11-ones [1a-9a] were prepared employing a three component one-pot reaction of aryl aldehyde, 2-naphthol and 1,3-cyclohexanedione using BF3 center dot OEt2 as catalyst. Thiosemicarbazone derivatives [1b-5b] were also prepared in the presence of acid catalyst. All the synthesized compounds have been characterized by IR and NMR. The structure of 5b was confirmed by HSQC spectral analysis. Single crystal X-ray structural analysis of 12-(2-chloropheny1)8,9,10,12-tetrahydrobenzo[a]xanthen-11-one evidences the envelope and flattened-boat conformations of cyclohexenone and pyran rings respectively. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2011.11.003
• 作为产物：
  描述：

  对氟苯甲醛 、 1,3-环己二酮 、 2-萘酚 在 三聚氯氰 作用下， 反应 0.5h， 以92%的产率得到12-(4-fluorophenyl)-9,10-dihydro-8H-benzo[a]xanthen-11(12H)-one
  参考文献：
  名称：

  氰尿酰氯催化的多组分无溶剂合成12-芳基8,9,10,12-四氢苯并[a]-黄嘌呤-11-one衍生物

  摘要：

  利用芳基醛，2-萘酚和三酚的三组分一锅法反应制备12-芳基-8,9,10,12-四氢-苯并[ a ]黄原-11-酮衍生物的有效直接方法描述了在无溶剂条件下催化量的氰尿酰氯（2,4,6-三氯-1,3,5-三嗪，TCT）存在下的环状1,3-二羰基化合物。以高收率和短反应时间获得所需产物。

  DOI：

  10.1007/s12039-010-0049-0

文献信息

• 1,3,5-Trichloro-2,4,6-Triazinetrion: A Versatile Heterocycle for the One-Pot Synthesis of 14-Aryl- or Alkyl -14H-Dibenzo[a,j]xanthene, 1,8-Dioxooctahydroxanthene and 12-Aryl-8,9,10,12-Tetrahydrobenzo[a]xanthene-11-one Derivatives under Solvent-Free Conditions
  作者：Behrooz Maleki、Mostafa Gholizadeh、Zeinalabedin Sepehr

  DOI：10.5012/bkcs.2011.32.5.1697

  日期：2011.5.20

  A facile, green, efficient and environment-friendly protocol for the synthesis of 14-aryl- or alkyl-14Hdibenzo[a,j]xanthene, 1,8-dioxooctahydroxanthene and 12-aryl-8,9,10,12-tetrahydrobenzo[a]xanthene-11-one have been developed by one-pot condensation of various aldehydes with (i) -naphthol (ii) cyclic 1,3-dicarbonyl compounds and (iii) -naphthol and cyclic 1,3-dicarbonyl compounds, in the presence

  一种简便、绿色、高效、环保的14-芳基-或烷基-14H二苯并[a,j]呫吨、1,8-二氧代八羟基呫吨和12-芳基-8,9,10,12-四氢苯并[a,j]xanthene的合成方法a]xanthene-11-one 已通过各种醛与 (i)-萘酚 (ii) 环状 1,3-二羰基化合物和 (iii)-萘酚和环状 1,3-二羰基化合物的一锅缩合开发，在在无溶剂条件下作为催化剂存在 1,3,5-trichloro-2,4,6-triazinetrion (trichloroisocyanuric acid, TCCA)。本方法具有反应清洁、方法简单、反应时间短、易于纯化和催化剂经济实用等优点。
• Nano-WO 3 -supported sulfonic acid: New, efficient and high reusable heterogeneous nano catalyst
  作者：Ali Amoozadeh、Salman Rahmani

  DOI：10.1016/j.molcata.2014.09.020

  日期：2015.1

  Nano-WO3-supported sulfonic acid [n-WO3-SO3H (n-WSA)] is easily prepared from the reaction of nano WO3 with chlorosulfonic acid as sulfonating agent. This new catalyst is characterized by X-ray diffraction (XRD), field emission scanning electron microscopy (FE-SEM), FT-IR spectroscopy, thermal gravimetric analysis (TGA), pH analysis and Hammett acidity function. Nano-WO3-supported sulfonic acid is used as an efficient and recyclable catalyst for some organic reactions such as synthesis of 1,8-dioxo-octahydroxanthene, tetrahydrobenzoxanthene and benzimidazolo quinazolinone derivatives. All of the reactions are very fast and the yields are excellent. The used catalyst was easily separated and reused for 10 runs without appreciable loss of its catalytic activity. (C) 2014 Elsevier B.V. All rights reserved.