2-(4-chlorobenzoyl)but-2-enedioic acid diethyl ester | 1321462-66-1

• 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: 2-(4-chlorobenzoyl)but-2-enedioic acid diethyl ester
• 英文别名: diethyl 2-(4-chlorobenzoyl)but-2-enedioate
• CAS: 1321462-66-1
• 化学式: C₁₅H₁₅ClO₅
• 分子量: 310.734
• InChiKey: KNDRMMXHSOJDBY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.58
• 重原子数：
  21.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  69.67
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  4-氯苯甲醛 、 丁炔二酸二乙酯 在 三乙胺 、 1,3-二异丙基咪唑氯 、 gold(I) chloride 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以68%的产率得到2-(4-chlorobenzoyl)but-2-enedioic acid diethyl ester
  参考文献：
  名称：

  Two tandem sequential reactions catalyzed by [Au], N-heterocyclic carbenes (NHC) and organic bases

  摘要：

  Herein we describe two coupling reactions of aldehydes and activated alkynes to give chalcones or alkenyl esters depending on the base used. Chalcones were obtained by activation of alkynes by Au-I and of aldehydes by NHC in presence of triethylamine. Alkenyl esters were obtained via generation of gold nanoparticles, aerial oxidation of aldehydes to carboxylates and their subsequent nucleophilic addition to the alkyne functionality. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.05.135

文献信息

• Two tandem sequential reactions catalyzed by [Au], N-heterocyclic carbenes (NHC) and organic bases
  作者：Mauro F.A. Adamo、Gea Bellini、Surisetti Suresh

  DOI：10.1016/j.tet.2011.05.135

  日期：2011.8

  Herein we describe two coupling reactions of aldehydes and activated alkynes to give chalcones or alkenyl esters depending on the base used. Chalcones were obtained by activation of alkynes by Au-I and of aldehydes by NHC in presence of triethylamine. Alkenyl esters were obtained via generation of gold nanoparticles, aerial oxidation of aldehydes to carboxylates and their subsequent nucleophilic addition to the alkyne functionality. (C) 2011 Elsevier Ltd. All rights reserved.