2-[(2E)-1,3-diphenylprop-2-en-1-yl]-1-phenylbutane-1,3-dione | 1070203-83-6

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: 2-[(2E)-1,3-diphenylprop-2-en-1-yl]-1-phenylbutane-1,3-dione
• 英文别名: 2-[(E)-1,3-diphenylprop-2-enyl]-1-phenylbutane-1,3-dione
• CAS: 1070203-83-6
• 化学式: C₂₅H₂₂O₂
• 分子量: 354.448
• InChiKey: CGPQYRQPKLFBMQ-ISLYRVAYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (1E)-1,3-diphenylpropene 、 1-苯基-1,3-丁二酮 在 N-羟基邻苯二甲酰亚胺 、 氧气 、 2,3-二氯-5,6-二氰基-1,4-苯醌 、 copper(I) bromide 、 nickel dichloride 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 24.0h， 以44%的产率得到2-[(2E)-1,3-diphenylprop-2-en-1-yl]-1-phenylbutane-1,3-dione
  参考文献：
  名称：

  Oxidative Alkylation of 1,3-Diarylpropenes using O₂ catalysed by 2,3-dichloro-5,6-dicyano-benzoquinone and N-hydroxyphthalimide

  摘要：

  据报道，在 2,3-二氯-5,6-二氰基苯醌、N-羟基邻苯二甲酰亚胺、CuBr 和 NiCl2 的混合物催化下，1,3-二芳基丙烯与 1,3-二羰基化合物发生了简单的氧化烷基化反应。

  DOI：

  10.3184/174751912x13527292608404

文献信息

• Oxidative Coupling Reaction of 1,3-diarylpropenes with Propane-1,3-dione Derivatives Mediated by 2,3-dichloro-5,6-dicyano-1,4-benzoquinone with Molecular Oxygen
  作者：Dongping Cheng、Kun Yuan、Xiayi Zhou、Jizhong Yan

  DOI：10.3184/174751914x14179672591720

  日期：2014.12

  An oxidative coupling reaction between 1,3-diarylpropenes and propane-1,3-dione derivatives mediated by a catalytic amount of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone and azobisisobutyronitrile with molecular oxygen has been developed. The corresponding products are obtained in moderate to good yields.

  在 2,3-二氯-5,6-二氰基-1,4-苯醌和偶氮二异丁腈与分子氧的催化下，开发了 1,3-二芳基丙烯和丙烷-1,3-二酮衍生物之间的氧化偶联反应。相应产物的收率从中等到良好。
• Highly Efficient Metal-Free Cross-Coupling by CH Activation between Allylic and Active Methylenic Compounds Promoted by DDQ
  作者：Dongping Cheng、Weiliang Bao

  DOI：10.1002/adsc.200800085

  日期：2008.6.9

  A metal-free very highly efficient and concise oxidative-coupling reaction promoted by 2,3-dichloro-5,6-dicyanoquinone (DDQ) between diarylallylic sp3 CH and active methylenic sp3 CH bonds is reported. The corresponding products are obtained in good to excellent yields.

  报道了由二芳基烯丙基sp 3 C H和活性亚甲基sp 3 C H键之间的2,3-二氯-5,6-二氰基醌（DDQ）促进的无金属的非常高效和简明的氧化偶联反应。得到的产物具有良好至极好的产率。
• Pinacol Rearrangement and Direct Nucleophilic Substitution of Allylic Alcohols Promoted by Graphene Oxide and Graphene Oxide CO₂H
  作者：Melania Gómez-Martínez、Alejandro Baeza、Diego A. Alonso

  DOI：10.1002/cctc.201601362

  日期：2017.3.20

  Graphene oxide (GO) and carboxylic acid functionalized GO (GO–CO2H) have been found to efficiently promote the heterogeneous and environmentally friendly pinacol rearrangement of 1,2‐diols and the direct nucleophilic substitution of allylic alcohols. In general, high yields and regioselectivities are obtained in both reactions using 20 wt % of catalyst loading and mild reaction conditions.

  已发现氧化石墨烯（GO）和羧酸官能化的GO（GO-CO 2 H）可有效促进1,2-二醇的异质和环境友好的频哪醇重排以及烯丙基醇的直接亲核取代。通常，使用20重量％的催化剂负载量和温和的反应条件，在两个反应中均获得高产率和区域选择性。
• The oxidative coupling of benzylic compounds catalyzed by 2,3-dichloro-5,6-dicyano-benzoquinone and sodium nitrite using molecular oxygen as a co-oxidant
  作者：Dongping Cheng、Kun Yuan、Xiaoliang Xu、Jizhong Yan

  DOI：10.1016/j.tetlet.2015.02.018

  日期：2015.3

  Catalyzed by DDQ and NaNO2, the oxidative coupling between benzylic compounds and 1,3-dicarbonyls in the presence of molecular oxygen and HCOOH was developed. The 1% catalytic amount of DDQ is enough to complete the reaction. This system shows high efficiency and the coupling products are obtained in good to excellent yields within half an hour. (C) 2015 Elsevier Ltd. All rights reserved.
• Oxidative Alkylation of 1,3-Diarylpropenes using O₂ catalysed by 2,3-dichloro-5,6-dicyano-benzoquinone and <i>N-</i>hydroxyphthalimide
  作者：Dongping Cheng、Xinyi Ye、Wei Cui、Ruirui Sun、Jizhong Yan

  DOI：10.3184/174751912x13527292608404

  日期：2012.12

  A simple oxidative alkylation of 1,3-diarylpropenes with 1,3-dicarbonyl compounds is reported with O₂ catalysed by a mixture of 2,3-dichloro-5,6-dicyano-benzoquinone, N-hydroxyphthalimide, CuBr and NiCl₂.

  据报道，在 2,3-二氯-5,6-二氰基苯醌、N-羟基邻苯二甲酰亚胺、CuBr 和 NiCl2 的混合物催化下，1,3-二芳基丙烯与 1,3-二羰基化合物发生了简单的氧化烷基化反应。