2,4-dibenzoyl-1,5-bis(4-bromophenyl)pentane-1,5-dione | 1340475-92-4

• 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-bromophenyl)pentane-1,5-dione
• CAS: 1340475-92-4
• 化学式: C₃₁H₂₂Br₂O₄
• 分子量: 618.321
• InChiKey: DCOAMMWYNRZKCR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  37
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  68.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-(4-溴苯基)-3-苯基丙烷-1,3-二酮 在 gold(III) chloride 、 硝基甲烷 作用下， 反应 2.5h， 以96%的产率得到2,4-dibenzoyl-1,5-bis(4-bromophenyl)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。
• 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.