12-(furan-2-yl)-9,9-dimethyl-8,9,10,12-tetrahydrobenzo[a]xanthen-11-one | 1269772-88-4

• 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-(furan-2-yl)-9,9-dimethyl-8,9,10,12-tetrahydrobenzo[a]xanthen-11-one
• 英文别名: 12-(furan-2-yl)-9,9-dimethyl-10,12-dihydro-8H-benzo[a]xanthen-11-one
• CAS: 1269772-88-4
• 化学式: C₂₃H₂₀O₃
• 分子量: 344.41
• InChiKey: LWQSGUNBDKMNOM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  26
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.26
• 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：

  糠醛 、 5,5-二甲基-1,3-环己二酮 、 2-萘酚 在 camphor sulphonic acid 作用下， 反应 0.67h， 以79%的产率得到12-(furan-2-yl)-9,9-dimethyl-8,9,10,12-tetrahydrobenzo[a]xanthen-11-one
  参考文献：
  名称：

  An Organocatalyzed Expeditious Synthetic Route to Tetrahydrobenzo[a]xanthen-11-ones via Grinding Technique

  摘要：

  在本研究中，成功实施了研磨技术和樟脑磺酸（CSA）作为催化剂，证明可以在常温下快速合成12-芳基-9,9-二甲基-8,9,10,12-四氢苯并[a]黄烷-11-酮，避免了过度/浪费的加热。

  DOI：

  10.2174/157017811797249308

文献信息

• Surfactant catalyzed convenient and greener synthesis of tetrahydrobenzo[<i>a</i>]xanthene-11-ones at ambient temperature
  作者：Pravin V Shinde、Amol H Kategaonkar、Bapurao B Shingate、Murlidhar S Shingare

  DOI：10.3762/bjoc.7.9

  日期：——

  An efficient and greener protocol for the synthesis of 12-aryl-8,9,10,12-tetrahydrobenzo[a]xanthen-11-one using tetradecyltrimethylammonium bromide (TTAB) at room temperature in water is described.

  描述了一种在水中使用溴化十四烷基三甲基铵（TTAB）在室温下合成12-芳基-8,9,10,12-四氢苯并[a]苯并吖啶酮的高效且更环保的方法。
• Sodium acetate/MWI: a green protocol for the synthesis of tetrahydrobenzo[α]xanthen-11-ones with biological screening
  作者：Prasad Mane、Bipin Shinde、Pankaj Mundada、Vilas Gawade、Bhausaheb Karale、Arvind Burungale

  DOI：10.1007/s11164-019-03945-7

  日期：2020.1

  straightforward and rapid method has been developed for the synthesis of tetrahydrobenzo[α] xanthen-11-one using sodium acetate. The reaction was performed via three components: β-naphthol, dimedone with various aromatic aldehydes under solvent-free microwave irradiation and conventional heating condition. We observed an efficient result for microwave synthesis than conventional heating. The synthesized tetra

  摘要 已经开发出一种有效，直接和快速的方法，用于使用乙酸钠合成四氢苯并[α]黄体酮十一酮。反应在无溶剂微波辐射和常规加热条件下通过三种组分进行反应：β-萘酚，二甲酮与各种芳族醛。我们观察到微波合成比常规加热更有效。筛选了合成的四氢苯并[α]黄嘌呤-11-one（4a–l）对两种细菌（大肠杆菌和枯草芽孢杆菌）和两种真菌菌株（黑曲霉和酿酒酵母）的抗菌活性。）。合成产物：9，10-二氢-9，9-二甲基-12-（4-硝基苯基）-8H-苯并[a]黄体酮-11（12H）-one，9，10-二氢-9，9-二甲基-12-（2，4-二氯苯基）-8H-苯并[a]黄原11（12H）-one，9，10-二氢-9，9-二甲基-12-（6-甲基-4-氧代-4H -chromen-3-yl）-8H-苯并[a]黄嘌呤-11（12H）-具有良好的抗菌活性。所开发的方案具有吸引人的优点，例如高纯度，简单的操作，优异的收率，廉价且容易获得催化剂。
• Preparation and characterization of Lewis acid grafted sulfonated carbon@titania composites for the multicomponent synthesis of 4H-pyrimido[2,1-b]benzothiazoles and benzoxanthenones under solvent-free conditions
  作者：Manmeet Kour、Satya Paul、James H. Clark、Vivek K. Gupta、Rajni Kant

  DOI：10.1016/j.molcata.2015.11.001

  日期：2016.1

  A series of novel and highly efficient Lewis acids covalently grafted over sulfonic acid functionalized carbon@titania composites were successfully synthesized via sulfonation of carbon@titania composites followed by treatment with different Lewis acids like AlCl3, FeCl3, SbCl3, SnCl2, Cu(OAc)(2) and Bi(NO3)(3), The utility of the developed catalysts was explored for the synthesis of a diverse range of 4H-pyrimido[2,1-b]benzothiazoles and benzoxanthenones, and among various catalysts, C/TiO2-SO3-SbCl2 was found to be the most active. We report here the synthesis of five novel compounds and the structure of one of the compounds has also been confirmed by single-crystal X-ray diffraction. All the five prepared composites were characterized by FTIR and ICP-AES analysis, whereas the most active one, C/TiO2-SO3-SbCl2 was further characterized by XRD, EDX, CHNS, SEM, TEM, HRTEM and TGA. The catalyst can be recovered and reused for atleast five runs without any significant impact on catalytic activity and selectivity. The high catalytic activity, thermal stability, simple recovery and reusability, and eco-friendly nature of the catalyst makes the present method to be particularly attractive from the view point of green chemistry. (C) 2015 Elsevier B.V. All rights reserved.