12-(3-methoxyphenyl)-9,9-dimethyl-8,9,10,12-tetrahydrobenzo[a]xanthen-11-one | 1217344-54-1

• 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: 12-(3-methoxyphenyl)-9,9-dimethyl-8,9,10,12-tetrahydrobenzo[a]xanthen-11-one
• 英文别名: 12-(3-methoxyphenyl)-9,9-dimethyl-10,12-dihydro-8H-benzo[a]xanthen-11-one
• CAS: 1217344-54-1
• 化学式: C₂₆H₂₄O₃
• 分子量: 384.475
• InChiKey: UYHTZCSYTWDLLL-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

• 作为反应物：
  描述：

  12-(3-methoxyphenyl)-9,9-dimethyl-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 0.75h， 以82%的产率得到9,9-dimethyl-12-(3-methoxyphenyl)-8,9,10,12-tetrahydrobenzo[a]xanthene-11-thione
  参考文献：
  名称：

  Synthesis, Spectroscopic Analysis, and In-Vitro Antimicrobial Evaluation of some Tetrahydrobenzo[a]Xanthene-11-Thiones

  摘要：

  A series of 12-aryl-8,9,10,12-tetrahydrobenzo[a]xanthene-11-thiones were synthesized by the reaction of substituted 12-aryl-8,9,10,12-tetrahydrobenzo[a]xanthene-11-ones with Lawesson's Reagent in toluene under standard reaction conditions. All synthesized compounds were characterized by IR, NMR (H-1 and C-13), and mass spectra. Moreover, 2D-NMR (HOMOCOSY, HSQC, and HMBC) studies were also performed for compound 10b. The synthesized compounds were also screened for their antibacterial activities. [Supplementary materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfer, and Silicon and the Related Elements for the following free supplemental files: Additional figures.]

  DOI：

  10.1080/10426507.2012.757611
• 作为产物：
  描述：

  在 dipotassium peroxodisulfate 、 copper(II) bis(trifluoromethanesulfonate) 、 silver nitrate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 5.5h， 生成 12-(3-methoxyphenyl)-9,9-dimethyl-8,9,10,12-tetrahydrobenzo[a]xanthen-11-one
  参考文献：
  名称：

  解构环化介导的呫吨衍生物的一锅法合成

  摘要：

  通过解构环化方法在一锅操作下实现了萘嗪直接转化为各种呫吨衍生物。在有氧反应条件下进行连续氧化C(sp 3 )–O/C(sp 3 )–N裂解和分子内/分子间成环反应。对基材进行的机理分析表明，C(sp 3 )-O 键断裂取代了 C(sp 3 )-N 键断裂。通过C(sp 3 )–O裂解原位生成的Betti碱中间体被成功分离。基于分子对接研究，分子间环状产物表现出良好的α-葡萄糖苷酶抑制特性。

  DOI：

  10.1039/d4ob00093e

文献信息

• Synthesis of Quinolines, Spiro[4<i>H</i>-pyran-oxindoles] and Xanthenes Under Solvent-Free Conditions
  作者：Farzaneh Mohamadpour、Malek Taher Maghsoodlou、Mojtaba Lashkari、Reza Heydari、Nourallah Hazeri

  DOI：10.1080/00304948.2019.1653126

  日期：2019.9.3

  Green multi-component domino reactions (MCRs)1–7 for the synthesis of fine chemicals have attracted much recent interest.8–9 Quinolines, spiro[4H-pyran-oxindoles] and xanthenes are reported as havi...

  用于合成精细化学品的绿色多组分多米诺反应 (MCR)1-7 最近引起了广泛关注。8-9 喹啉、螺 [4H-吡喃-羟吲哚] 和呫吨据报道具有...
• Introduction of a new ionic liquid solid acid based on clay as an efficient, recyclable and thermally stable catalyst for organic transformations
  作者：Somayyeh Sarvi Beigbaghlou、Katayoun Marjani、Azizollah Habibi、Seyyed Vahid Atghia

  DOI：10.1039/c5ra25297k

  日期：——

  Ammonium hydrogen sulfate based ionic liquid immobilized on Na+–montmorillonite (AHS@MMT) was prepared via anchoring ammonium hydrogen sulfate propyltriethoxysilane onto sodium montmorillonite by covalent bonds. The synthesized catalyst was full characterized by FT-IR, SEM, TGA and XRD techniques and Hammett acidity test and the catalytic activity of this novel catalyst was evaluated for the synthesis

  通过将硫酸氢铵丙基三乙氧基硅烷通过共价键固定在蒙脱土钠上，制得了固定在Na +-蒙脱土（AHS @ MMT）上的基于硫酸氢铵的离子液体。通过FT-IR，SEM，TGA和XRD技术以及Hammett酸度测试对合成的催化剂进行了全面表征，并评价了该新型催化剂对香豆素和and吨衍生物的合成的催化活性。产品的高收率和简单的后处理和分离，催化剂的容易分离和回收，无溶剂条件以及使用廉价的催化剂是我们程序的一些优势。同样，该催化剂可以重复使用几次而不会损失其催化活性。
• Cyclodextrin nanosponges: a potential catalyst and catalyst support for synthesis of xanthenes
  作者：Samahe Sadjadi、Majid M. Heravi、Mansoureh Daraie

  DOI：10.1007/s11164-016-2668-7

  日期：2017.2

  The nanoporous framework of a cyclodextrin nanosponge was used as catalyst for accelerating the one-pot, three-component reaction of dimedone, aldehyde, and phenols for synthesis of xanthene derivatives. Moreover, the nanocavities of cyclodextrin nanosponges were exploited for immobilization of heteropolyacids through the wet impregnation method. This catalyst exhibited superior catalytic performance

  环糊精纳米海绵的纳米孔骨架被用作催化剂，用于加速二甲酮，醛和酚类的一锅三组分反应，以合成x吨衍生物。此外，利用环糊精纳米海绵的纳米腔通过湿法浸渍法固定杂多酸。与裸露的环糊精纳米海绵相比，该催化剂表现出优异的催化性能。尽管具有良好的催化活性，但催化物质的浸出并不能有效回收和再利用。为了解决该问题，在杂多酸固定化之前，先对环糊精纳米海绵进行胺官能化处理。结果证明，胺官能团通过减少浸出时间在保留催化物种和提高可重复使用性方面具有有效作用。该催化剂用于在水性介质中合成多种黄嘌呤。催化量的催化剂以优异的产率和相对短的反应时间提供了所需的产物。结果表明基于环糊精纳米海绵的催化剂可作为促进化学反应的潜在候选者。
• Introduction of a new bi-SO₃H ionic liquid based on 2,2′-bipyridine as a novel catalyst for the synthesis of various xanthene derivatives
  作者：Farhad Shirini、Masoumeh Abedini、Mohaddeseh Seddighi、Omid Goli Jolodar、Mohadeseh Safarpoor、Nikoo Langroodi、Solmaz Zamani

  DOI：10.1039/c4ra12361a

  日期：——

  1′-disulfo-[2,2′-bipyridine]-1,1′-diium chloride, [BiPy](SO3H)2Cl2 as a new ionic liquid, is prepared, characterized and used as an efficient catalyst for the promotion of the synthesis of various symmetric and asymmetric xanthene derivatives under solvent free conditions. All products were formed in excellent yields over short reaction times. Easy preparation of the catalyst, simple and easy work-up, mild

  在这项研究中，制备了1,1'-二磺基-[2,2'-联吡啶] -1,1'-氯化二氢[BiPy]（SO 3 H）2 Cl 2作为一种新型离子液体，并进行了表征和在无溶剂条件下用作促进各种对称和不对称x吨衍生物合成的有效催化剂。在较短的反应时间内，所有产品均以优异的产率形成。催化剂的易于制备，简单且容易的后处理，温和的反应条件，低成本，优异的收率和较短的反应时间是这项工作的一些优点。
• Xanthenones: calixarenes-catalyzed syntheses, anticancer activity and QSAR studies
  作者：Daniel Leite da Silva、Bruna Silva Terra、Mateus Ribeiro Lage、Ana Lúcia Tasca Góis Ruiz、Cameron Capeletti da Silva、João Ernesto de Carvalho、José Walkimar de Mesquita Carneiro、Felipe Terra Martins、Sergio Antonio Fernades、Ângelo de Fátima

  DOI：10.1039/c4ob02611j

  日期：——

  An efficient method is proposed for obtaining tetrahydrobenzo[a]xanthene-11-ones and tetrahydro-[1,3]-dioxolo[4,5-b]xanthen-9-ones. The method is based on the use of p-sulfonic acid calix[n]arenes as catalysts under solvent-free conditions. The antiproliferative activity of fifty-nine xanthenones against six human cancer cells was studied. The capacity of all compounds to inhibit cancer cell growth

  提出了一种有效的方法来获得四氢苯并[a] x吨-11-酮和四氢-[1,3]-二氧杂环戊[4,5-b]黄嘌呤-9-酮。该方法基于在无溶剂条件下使用对磺酸杯芳烃[n]芳烃作为催化剂。研究了五十九种黄酮酮对六种人类癌细胞的抗增殖活性。所有化合物抑制癌细胞生长的能力取决于细胞的组织学起源。QSAR研究表明，在衍生自β-萘酚的化合物中，最有效的抗神经胶质瘤（U251）和肾（NCI-H460）癌细胞的化合物是具有较高氢键供体能力的化合物。