1,4-bis(3-chloro-4-methylphenyl)but-2-ene-1,4-dione | 935874-47-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,4-bis(3-chloro-4-methylphenyl)but-2-ene-1,4-dione
• CAS: 935874-47-8
• 化学式: C₁₈H₁₄Cl₂O₂
• 分子量: 333.214
• InChiKey: CHVYPQHQOAHWQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,4-bis(3-chloro-4-methylphenyl)but-2-ene-1,4-dione 在 polypyrrole stabilized palladium nanoparticles 、 formate 作用下， 以 甲醇 为溶剂， 反应 18.0h， 以90%的产率得到1,4-bis-(3-chloro-4-methyl-phenyl)butane-1,4-dione
  参考文献：
  名称：

  聚合物稳定的钯纳米粒子，用于α，β-不饱和羰基的化学选择性转移加氢：一步步自下而上的方法

  摘要：

  聚吡咯稳定的钯纳米粒子对α，β-不饱和羰基化合物的化学选择性转移氢化显示出良好的催化效率。该催化剂是非常特殊的，并且仅选择性地氢化烯烃或乙炔，而不会影响羰基部分，对于广泛的底物具有优异的产物收率。

  DOI：

  10.1002/cctc.201300985

文献信息

• InCl3 Catalysed One-Pot Synthesis of Substituted Pyrroles and 2-Pyrones
  作者：Sanjit K. Mahato、Jayaraman Vinayagam、Sumit Dey、Ajay K. Timiri、Sourav Chatterjee、Parasuraman Jaisankar

  DOI：10.1071/ch12359

  日期：——

  An efficient InCl3 catalysed one-pot strategy has been developed for the synthesis of tetra-substituted pyrroles and tri-substituted 2-pyrones in very good yields. Tetra-substituted pyrroles were prepared from 1,4-enediones and β-dicarbonyls employing NH4OAc as a nitrogen source, through a combination of Michael addition and Paal–Knorr methods. Tri-substituted 2-pyrones were synthesised from 1,4-ynediones and appropriate β-dicarbonyls using a sequential Michael addition and 6-exo-trig cyclisation.

  我们开发出了一种在 InCl3 催化下高效合成四取代吡咯和三取代 2-吡咯的单锅策略，收率非常高。以 NH4OAc 为氮源，通过迈克尔加成法和 Paal-Knorr 法相结合的方法，从 1,4-负离子和 β-二羰基制备了四取代吡咯。采用迈克尔加成法和 6-外-三环化法，从 1,4-炔二酮和适当的 β-二羰基合成了三取代 2-吡咯。
• An efficient one-pot synthesis of highly substituted furans catalyzed by N-bromosuccinimide
  作者：Hassan Ghasemnejad-Bosra、Mohammad Faraje、Setareh Habibzadeh、Farhad Ramzanian-Lehmali

  DOI：10.2298/jsc090824025g

  日期：——

  N-Bromosuccinimide was found to efficiently catalyze the synthesis of highly functionalized, tetra-substituted furan derivatives in the one-pot re- actions of but-2-ene-1,4-diones and acetoacetate esters in the presence of i-PrOH as solvent under mild and neutral conditions at 80-90 °C for 3-7 h in high yields (87-94 %).

  在i-PrOH的存在下，在丁-2-烯-1,4-二酮和乙酰乙酸酯的一锅反应中，发现N-溴代琥珀酰亚胺可有效催化高度官能化的四取代呋喃衍生物的合成。在中性和中性条件下于80-90°C进行3-7 h的溶剂分离，收率很高（87-94％）。
• Woollins Reagent: A Chemoselective Reducing Agent for 1,4-Enediones and 1,4-Ynediones to Saturated 1,4-Diones
  作者：Parasuraman Jaisankar、Madhumita Mandal、Sourav Chatterjee

  DOI：10.1055/s-0032-1317343

  日期：——

  Woollins reagent was found to act as a highly chemoselective reagent for the reduction of a wide range of 1,4-enediones and 1,4-ynediones in methanol to afford the corresponding saturated 1,4-diketones in good yields under mild reaction conditions.
• Efficient One-Pot 1,3-Dibromo-5,5-dimethylhydantoin (DBH)-Catalyzed Synthesis of Highly Substituted Furans
  作者：Hassan Ghasemnejad-Bosra、Mohammad Faraje、Setareh Habibzadeh

  DOI：10.1002/hlca.200800310

  日期：2009.3

  Abstractmagnified imageThe 1,3‐dibromo‐5,5‐dimethylhydantoin (DBH) was found to efficiently catalyze the one‐pot synthesis of highly functionalized tetrasubstituted furan derivatives by the reaction of 1,4‐diarylbut‐2‐ene‐1,4‐diones and acetoacetates in i‐PrOH as the solvent at 80–90° for 3–7 h. The products were formed in high yields (82–95%) under mild and neutral conditions.