2,5-dimethyl-4-(4'-methylphenyl)furan-3-carboxylic acid ethyl ester | 1041850-07-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 英文名称: 2,5-dimethyl-4-(4'-methylphenyl)furan-3-carboxylic acid ethyl ester
• 英文别名: ethyl 2,5-dimethyl-4-p-tolylfuran-3-carboxylate
• CAS: 1041850-07-0
• 化学式: C₁₆H₁₈O₃
• 分子量: 258.317
• InChiKey: YYEGSRYRJWPPKU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.05
• 重原子数：
  19.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  39.44
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  1-(p-tolyl)-3-(trimethylsilyl)prop-2-yn-1-ol 、 乙酰乙酸乙酯 在 indium(III) chloride 作用下， 以 氯苯 为溶剂， 反应 20.0h， 以61%的产率得到2,5-dimethyl-4-(4'-methylphenyl)furan-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  Synthesis of tetrasubstituted furans via In-catalyzed propargylation of 1,3-dicarbonyl compounds-cyclization tandem process

  摘要：

  An efficient method to synthesize tetrasubstituted furans using simple starting materials such as propargylic alcohols and 1,3-dicarbonyl compounds has been developed. It was discovered that InCl3 could catalyze this transformation efficiently while other simple iron, copper and silver salts were proven to be ineffective. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.04.142

文献信息

• Synthesis of Tetrasubstituted NH Pyrroles and Polysubstituted Furans via an Addition and Cyclization Strategy
  作者：Zheng-Hui Guan、Liang Li、Mi-Na Zhao、Zhi-Hui Ren、Jianli Li

  DOI：10.1055/s-0031-1289993

  日期：2012.2

  enamino esters with nitroolefins provides a straightforward and general method for the synthesis of tetrasubstituted NH pyrroles. This novel method tolerates a wide range of functionality, and allows for rapid elaboration of the nitroolefins into a variety of substituted pyrroles in good yields. Further, an efficient KOAc-promoted addition and cyclization protocol toward substituted furans has been

  FeCl 3催化的烯胺酯与硝基烯烃的加成和环化为合成四取代的NH吡咯提供了一种简单直接的通用方法。这种新颖的方法可耐受多种功能，并允许以高收率将硝基烯烃快速精制为各种取代的吡咯。此外，也已经描述了针对取代的呋喃的有效KOAc促进的加成和环化方案。 四取代的NH吡咯-多取代的呋喃-加成-环化