12-(2-bromophenyl)-8,9,10,12-tetrahydrobenzo[a]xanthen-11-one | 1177458-71-7

• 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: 12-(2-bromophenyl)-8,9,10,12-tetrahydrobenzo[a]xanthen-11-one
• 英文别名: 12-(2-Bromophenyl)-8,9,10,12-tetrahydrobenzo[a]xanthen-11-one
• CAS: 1177458-71-7
• 化学式: C₂₃H₁₇BrO₂
• 分子量: 405.291
• InChiKey: NQOZQLLBNVQLPU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 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：
  2

反应信息

• 作为反应物：
  描述：

  12-(2-bromophenyl)-8,9,10,12-tetrahydrobenzo[a]xanthen-11-one 在 劳森试剂 作用下， 以 甲苯 为溶剂， 反应 1.0h， 以78%的产率得到12-(2-Bromophenyl)-8,9,10,12-tetrahydrobenzo[a]xanthene-11-thione
  参考文献：
  名称：

  Synthesis of novel 12-aryl-8,9,10,12-tetrahydrobenzo[a]xanthene-11-thiones and evaluation of their biocidal effects

  摘要：

  Novel 12-aryl-8,9,10,12-tetrahydrobenzolakanthene-11-thiones have been synthesized in high yields by treatment of the corresponding oxo analogs with Lawesson's reagent. The structure has been confirmed by X-ray analysis. The compounds were tested for in vitro antifungal activity against Rhizoctonia bataticola, Sclerotium rolfsii, Fusarium oxysporum and Alternaria porii. The compounds exhibited moderate to good activity against all pathogens. Insecticidal activity of these compounds against Spodoptera litura was observed to be comparable to commercial pyrethroid insecticide, cypermethrin. The urease inhibitory activity has also been studied. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.10.025
• 作为产物：
  描述：

  1,3-环己二酮 、 邻溴苯甲醛 、 2-萘酚 在 硫酸 作用下， 以 水 为溶剂， 反应 3.0h， 以89%的产率得到12-(2-bromophenyl)-8,9,10,12-tetrahydrobenzo[a]xanthen-11-one
  参考文献：
  名称：

  12-Aryl-8,9,10,12-四氢苯并[a]xanthen-11-ones 在无溶剂条件下在水介质和微波辐射下合成的绿色方法

  摘要：

  摘要 已经报道了通过芳香醛与 β-萘酚和环 1 的多组分缩合反应合成 12-芳基-8,9,10,12-四氢苯并[a]xanthen-11-one 衍生物的方便和环境友好的程序。 ,3-二羰基化合物，即二甲酮和环己烷-1,3-二酮。三组分在水中回流成功地在一锅中缩合，并在硫酸的有效催化下进行。缩合也已通过在纯条件下在催化量的对甲苯磺酸存在下用微波辐照组分来实现。此处定义的绿色方法避免了旧的现有方法带来的严酷条件，并证明在高产率、操作简单、易于处理、并且反应时间短。图形概要

  DOI：

  10.1080/00397911.2010.544832

文献信息

• pTSA-catalyzed one-pot synthesis of 12-aryl-8,9,10,12-tetrahydrobenzo[a]xanthen-11-ones in ionic liquid and neat conditions
  作者：Jitender M. Khurana、Devanshi Magoo

  DOI：10.1016/j.tetlet.2009.06.029

  日期：2009.8

  3-dicarbonyl compounds catalyzed by p-toluenesulfonic acid has been accomplished for the synthesis of a series of 12-aryl-8,9,10,12-tetrahydrobenzo[a]xanthen-11-ones in ionic liquid([bmim]BF4) and in solvent-free media. High yields, ease of recovery, and reusable reaction medium (ionic liquid) with consistent activity makes this protocol efficient and environmentally benign.

  对甲苯磺酸催化合成β-萘酚，芳族醛和环状1,3-二羰基化合物的多组分缩合反应，用于合成一系列12-芳基-8,9,10,12-四氢苯并[离子液体（[bmim] BF 4）和无溶剂介质中的a ] xanthen-11-ones 。高收率，易于回收以及具有一致活性的可重复使用的反应介质（离子液体）使该协议高效且对环境无害。
• Green Approaches for the Synthesis of 12-Aryl-8,9,10,12-tetrahydrobenzo[<i>a</i>]xanthen-11-ones in Aqueous Media and Under Microwave Irradiation in Solventless Conditions
  作者：Jitender M. Khurana、Anshika Lumb、Archana Pandey、Devanshi Magoo

  DOI：10.1080/00397911.2010.544832

  日期：2012.6.15

  sulfuric acid. The condensation has also been achieved by irradiating the components in the presence of a catalytic amount of para-toluene sulfonic acid under neat conditions with microwaves. The green methodologies defined herein avoid the severe conditions posed by the older existing methods and prove to be efficient in terms of good yields, operational simplicity, easy workup, and short reaction time

  摘要 已经报道了通过芳香醛与 β-萘酚和环 1 的多组分缩合反应合成 12-芳基-8,9,10,12-四氢苯并[a]xanthen-11-one 衍生物的方便和环境友好的程序。 ,3-二羰基化合物，即二甲酮和环己烷-1,3-二酮。三组分在水中回流成功地在一锅中缩合，并在硫酸的有效催化下进行。缩合也已通过在纯条件下在催化量的对甲苯磺酸存在下用微波辐照组分来实现。此处定义的绿色方法避免了旧的现有方法带来的严酷条件，并证明在高产率、操作简单、易于处理、并且反应时间短。图形概要
• Synthesis of novel 12-aryl-8,9,10,12-tetrahydrobenzo[a]xanthene-11-thiones and evaluation of their biocidal effects
  作者：Jitender M. Khurana、Devanshi Magoo、Komal Aggarwal、Nisha Aggarwal、Rajesh Kumar、Chitra Srivastava

  DOI：10.1016/j.ejmech.2012.10.025

  日期：2012.12

  Novel 12-aryl-8,9,10,12-tetrahydrobenzolakanthene-11-thiones have been synthesized in high yields by treatment of the corresponding oxo analogs with Lawesson's reagent. The structure has been confirmed by X-ray analysis. The compounds were tested for in vitro antifungal activity against Rhizoctonia bataticola, Sclerotium rolfsii, Fusarium oxysporum and Alternaria porii. The compounds exhibited moderate to good activity against all pathogens. Insecticidal activity of these compounds against Spodoptera litura was observed to be comparable to commercial pyrethroid insecticide, cypermethrin. The urease inhibitory activity has also been studied. (C) 2012 Elsevier Masson SAS. All rights reserved.