2,4-dibenzoyl-1,5-bis(4-methoxyphenyl)pentane-1,5-dione | 1340475-91-3

• 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: 2,4-dibenzoyl-1,5-bis(4-methoxyphenyl)pentane-1,5-dione
• 英文别名: 2,4-Dibenzoyl-1,5-bis(4-methoxyphenyl)pentane-1,5-dione
• CAS: 1340475-91-3
• 化学式: C₃₃H₂₈O₆
• 分子量: 520.582
• InChiKey: FGBYNQYJUPEVQV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  39
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  86.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3-(4-甲氧基苯基)-1-苯丙酮 在 gold(III) chloride 、 silver hexafluoroantimonate 、 硝基甲烷 、 水 作用下， 反应 3.5h， 以78%的产率得到2,4-dibenzoyl-1,5-bis(4-methoxyphenyl)pentane-1,5-dione
  参考文献：
  名称：

  Gold/copper-catalyzed activation of the aci-form of nitromethane in the synthesis of methylene-bridged bis-1,3-dicarbonyl compounds

  摘要：

  使用Lewis酸激活硝基甲烷的酸形式，以进行碳亲核试剂的攻击的研究已经开展。在催化量的AuCl₃或Cu(OTf)₂存在的条件下，硝基甲烷溶剂中的1,3-二羰基化合物可以转化为亚甲基桥联的双1,3-二羰基化合物。

  DOI：

  10.1039/c1cc14926a

文献信息

• Aerobic Oxidation of a Tertiary Aliphatic Amine Under Visible-Light Photocatalysis: Facile Synthesis of Methylene-Bridged Bis-1,3-dicarbonyl Compounds
  作者：Woo-Jin Yoo、Arata Tanoue、Shū Kobayashi

  DOI：10.1002/asia.201200807

  日期：2012.12

  Lights, camera, action! An efficient protocol for the formation of methylene‐bridged bis‐1,3‐dicarbonyl compounds has been developed through an aerobic photocatalytic oxidative coupling reaction between 1,3‐dicarbonyl compounds and a tertiary aliphatic amine.

  灯光，摄像头，动作！通过1,3-二羰基化合物与脂族叔胺之间的需氧光催化氧化偶联反应，已开发出形成亚甲基双bis-1,3-二羰基化合物的有效方法。
• Functionalization of aliphatic tertiary amines mediated by hexachloroethane/cat. copper: synthesis of propargylic amines and methylene-bridged bis-1,3-dicarbonyl derivatives
  作者：Xiaoliang Xu、Zhichuang Ge、Dongping Cheng、Xiaonian Li

  DOI：10.3998/ark.5550190.0013.810

  日期：——

  Copper-catalyzed functionalization of aliphatic tertiary amines with the assistance of C2Cl6 is described. This method details the alkynylation of aliphatic tertiary amines and the synthesis of methylene-bridged bis-1,3-dicarbonyl derivatives. The mechanism of the selective oxidation of aliphatic tertiary amines was also discussed. A broad spectrum of aliphatic tertiary amines was examined in this

  描述了在 C2Cl6 的帮助下铜催化的脂肪族叔胺官能化。该方法详细介绍了脂肪族叔胺的炔基化和亚甲基桥联双-1,3-二羰基衍生物的合成。还讨论了脂肪族叔胺的选择性氧化机理。在该方法中检查了广谱的脂肪族叔胺。
• A metal-free strategy for the cross-dehydrogenative coupling of 1,3-dicarbonyl compounds with 2-methoxyethanol
  作者：Vishal Suresh Kudale、Sheng Zheng、Sheng-Hua Huang、Yu-Lun Chang、Jeh-Jeng Wang

  DOI：10.1039/d1ob02290c

  日期：——

  we report a metal-free approach for the construction of methylene-bridged bis-1,3-dicarbonyl compounds via cross-dehydrogenative coupling of 1,3-dicarbonyl compounds with 2-methoxyethanol. In addition, we have extended this methodology to synthesize tetra-substituted pyridine derivatives using 1,3-dicarbonyl, 2-methoxyethanol and NH4OAc in one step. The key advantages include accepting a wide range

  在这里，我们报告了一种通过1,3-二羰基化合物与 2-甲氧基乙醇的交叉脱氢偶联来构建亚甲基桥连双 1,3-二羰基化合物的无金属方法。此外，我们扩展了这一方法，以一步合成四取代吡啶衍生物，使用 1,3-二羰基、2-甲氧基乙醇和 NH 4 OAc。主要优势包括接受广泛的底物，利用 O 2作为唯一氧化剂，以及合成生物活性化合物，如 1,4-二氢吡啶和吡唑。
• Facile synthesis of bis-1,3-dicarbonyl compounds using inert dichloromethane as a one-carbon source
  作者：Li-Ming Jiang、Kai Xiang、Hai-Juan Jiao、Jing-Lin Yang、Heng-Tong Qu、Xue-Tao Xu、Wen-Bao、Dao-Yong Zhu、Shao-Hua Wang

  DOI：10.1016/j.tetlet.2023.154564

  日期：2023.6

  simple and convenient procedure for the preparation of valuable bis-1,3-dicarbonyl-substituted methane compounds and their derivatives has been developed using inert dichloromethane as one-carbon source in good to excellent yields. The advantages of this protocol are mild reaction conditions, easily scalable and good functional group compatibility. Moreover, the use of cyclic secondary amine as the promoter

  使用惰性二氯甲烷作为单碳源，开发了一种制备有价值的双-1,3-二羰基取代的甲烷化合物及其衍生物的简单方便的方法，收率良好。该协议的优点是反应条件温和、易于扩展和良好的功能组兼容性。此外，使用环状仲胺作为促进剂避免了过渡金属催化剂和氧化剂的存在。
• Visible-light photoredox-mediated oxidation of N-methyl tertiaryamines under catalyst free conditions: Direct synthesis of methylene-bridged bis-1,3-dicarbonyl compounds
  作者：Xiao-Jun Dai、Xiao-Liang Xu、Dong-Ping Cheng、Xiao-Nian Li

  DOI：10.1016/j.cclet.2014.01.021

  日期：2014.4

  Mediated by visible light-induced photoredox catalysis and free of other catalysts, a new and efficient synthesis of methylene-bridged bis-1,3-dicarbonyl derivatives has been developed. A variety of N-methyl tertiaryamines and 1,3-dicarbonyl compounds were investigated in this reaction. (C) 2014 Xiao-Liang Xu and Xiao-Nian Li. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.