2-(1-(4-methoxyphenyl)ethyl)-1,3-diphenylpropane-1,3-dione

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 2-(1-(4-methoxyphenyl)ethyl)-1,3-diphenylpropane-1,3-dione
• 英文别名: 2-[1-(4-Methoxyphenyl)ethyl]-1,3-diphenylpropane-1,3-dione；2-[1-(4-methoxyphenyl)ethyl]-1,3-diphenylpropane-1,3-dione
• 化学式: C₂₄H₂₂O₃
• 分子量: 358.437
• InChiKey: UDZFZTCJMOPSTA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-甲氧基苯甲醛 在 五氟苯硼酸 、 草酸 作用下， 以 四氢呋喃 、 硝基甲烷 为溶剂， 反应 30.58h， 生成 2-(1-(4-methoxyphenyl)ethyl)-1,3-diphenylpropane-1,3-dione
  参考文献：
  名称：

  Arylboronic Acid Catalyzed C-Alkylation and Allylation Reactions Using Benzylic Alcohols

  摘要：

  The arylboronic acid catalyzed dehydrative C-alkylation of 1,3-diketones and 1,3-ketoesters using secondary benzylic alcohols as the electrophile is reported, forming new C-C bonds (19 examples, up to 98% yield) with the release of water as the only byproduct. The process is also applicable to the allylation of benzylic alcohols using allyltrimethylsilane as the nucleophile (12 examples, up to 96% yield).

  DOI：

  10.1021/acs.orglett.0c02736

文献信息

• Metal Triflate-Catalyzed Cationic Benzylation and Allylation of 1,3-Dicarbonyl Compounds
  作者：Masahiro Noji、Yosuke Konno、Keitaro Ishii

  DOI：10.1021/jo0705216

  日期：2007.7.1

  The rare earth metal and hafnium triflate-catalyzed secondary benzylation and allylation of 1,3-diketones, ketoesters, and ketoamides are described. The procedure was carried out under non-anhydrous conditions. Various 1-phenylethyl cations were generated from substituted 1-phenylethanols using 0.5 mol % of the metal triflates in CH3NO2. The cations reacted with 1,3-diketones and ketoesters to give

  描述了稀土金属和三氟甲磺酸ha催化的1,3-二酮，酮酸酯和酮酰胺的二次苄基化和烯丙基化。该程序在无水条件下进行。在CH 3 NO 2中使用0.5摩尔％的金属三氟甲磺酸酯，由取代的1-苯基乙醇生成各种1-苯基乙基阳离子。。阳离子与1,3-二酮和酮酸酯反应生成苄基化产物，收率很高。根据GC分析，可根据三氟甲磺酸的路易斯酸度和反应温度通过选择催化剂轻松优化反应条件。叔烷基化的二酮和相应的酮酸酯也被苄基化，以57-84％的收率得到具有季碳原子的产物。与二酮和酮酯反应中使用的那些相比，酮酰胺反应需要更强的路易斯酸。在Hf（OTf）4的存在下，研究了在芳环上具有各种取代基的苄醇与作为二酮的二苯甲酰甲烷（2b）的反应。富电子苄醇与2b反应以86-96％的产率收率，缺电子醇则以79-65％的收率得到所需的产物。尽管具有强的吸电子基团，但是1-（4-硝基苯基）乙醇的反应以61％的收率得到了相应的产物。也可以
• Solvent-Free Alkylation of 1,3-Dicarbonyl Compounds with Benzylic, Propargylic and Allylic Alcohols Catalyzed by La(NO3)3·6H2O
  作者：Madala Subramanyam、Koya Prabhakara Rao、Ravi Varala、Mandava V. Basaveswara Rao

  DOI：10.14233/ajchem.2016.19621

  日期：——

  An efficient and solvent free method for benzylation, propargylation and allylation of 1,3-dicarbonyl compounds with alcohols has been developed by using La(NO3)3·6H2O as water tolerable catalyst. The reaction was shown to proceed smoothly for various 1,3-dicarbonyl compounds with benzylic, propargylic and allylic alcohols including 10 allylic alcohols, without any solvent, providing a clean access to the desired products in short reaction times with good to excellent yields and high selectivity.

  一种高效且无溶剂的方法已被开发，用于1,3-二羧基化合物与醇的苄基化、丙炔基化和烯丙基化，采用La(NO3)3·6H2O作为耐水催化剂。该反应在没有任何溶剂的情况下，对多种1,3-二羧基化合物与苄醇、丙炔醇及烯丙醇（包括10种烯丙醇）进行顺利进行，提供了干净的反应途径，具有短的反应时间、良好至优秀的产率和高选择性。
• Base-free benzylation of 1,3-dicarbonyl compounds using sulfamic acid supported on silica by linker: a combined experimental and theoretical approach
  作者：Morteza Karimzadeh、Hamed Saberi Asl、Hajar Hashemi、Dariush Saberi、Khodabakhsh Niknam

  DOI：10.1007/s00706-018-2284-x

  日期：2018.12

  AbstractSulfamic acid stabilized on the surface of silica by the n-propyl organic group linker which is named silica-bonded N-propylsulfamic acid was applied as an efficient heterogeneous catalyst with good recyclability and reusability for direct benzylation of 1,3-dicarbonyl compounds using secondary aromatic alcohols or styrenes as alkylating agents in high yields and short reaction times. All the

  摘要通过正丙基有机基团连接剂稳定在二氧化硅表面的氨基磺酸被称为二氧化硅键合的N-丙基氨基磺酸，是一种高效的多相催化剂，具有良好的可回收性和可重复使用性，可通过二次使用直接将1,3-二羰基化合物苄基化芳烃或苯乙烯作为烷基化剂的收率高，反应时间短。所有反应在空气气氛下在硝基甲烷中作为溶剂进行。该催化剂表现出六次可重复使用的特性，而活性没有明显损失。 图形概要
• An efficient Yb(OTf)3 catalyzed alkylation of 1,3-dicarbonyl compounds using alcohols as substrates
  作者：Wen Huang、Jialiang Wang、Quansheng Shen、Xigeng Zhou

  DOI：10.1016/j.tetlet.2007.04.047

  日期：2007.6

  A highly efficient and environmentally friendly method for catalytic benzylation/allylation of 1,3-dicarbonyl compounds with alcohols has been developed by using Yb(OTf)(3) as a catalyst. The reactions proceed smoothly to give the desired products in moderate to excellent yields, mostly at room temperature. The catalyst can be recovered and reused at least six times without visible loss of catalytic activity for such reactions. (c) 2007 Elsevier Ltd. All rights reserved.