3-acetyl-2,5-dimethyl-4-(4'-methylphenyl)furan | 1041850-00-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-acetyl-2,5-dimethyl-4-(4'-methylphenyl)furan
• 英文别名: 1-(2,5-dimethyl-4-(p-tolyl)furan-3-yl)ethanone；1-[2,5-Dimethyl-4-(4-methylphenyl)furan-3-yl]ethanone；1-[2,5-dimethyl-4-(4-methylphenyl)furan-3-yl]ethanone
• CAS: 1041850-00-3
• 化学式: C₁₅H₁₆O₂
• 分子量: 228.291
• InChiKey: GVKGYMFFALQNMN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  30.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-(p-tolyl)-3-(trimethylsilyl)prop-2-yn-1-ol 、 乙酰丙酮 在 indium(III) chloride 作用下， 以 氯苯 为溶剂， 反应 16.0h， 以76%的产率得到3-acetyl-2,5-dimethyl-4-(4'-methylphenyl)furan
  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
• Diversified Synthesis of Furans by Coupling between Enols/1,3-Dicarbonyl Compounds and Nitroolefins: Direct Access to Dioxa[5]helicenes
  作者：Monoranjan Ghosh、Sougata Santra、Pallab Mondal、Dhiman Kundu、Alakananda Hajra

  DOI：10.1002/asia.201500710

  日期：2015.11

  for the diversified synthesis of furans and arenofurans has been developed that proceeds through K2CO3‐promoted cyclization between enols/1,3‐dicarbonyl compounds and nitroolefins at reflux in EtOH. This facile method has been successfully employed in the synthesis of benzotrifuran derivatives, which are useful hole‐transporting materials. This procedure also provides direct access to dioxa[5]helicenes

  已经开发了一种多样化合成呋喃和槟榔呋喃的通用方法，该方法通过在EtOH中回流，通过K 2 CO 3促进烯醇/ 1,3-二羰基化合物与硝基烯烃之间的环化反应来进行。这种简便的方法已成功用于苯并三呋喃衍生物的合成，苯并三呋喃衍生物是有用的空穴传输材料。该程序还提供了直接接触二氧杂[5]螺旋的方法。该反应提供了广泛的底物范围，使用了廉价的碱和对环境无害的溶剂，并且操作简单。
• Synthesis of tetrasubstituted furans via In-catalyzed propargylation of 1,3-dicarbonyl compounds-cyclization tandem process
  作者：Xunbo Feng、Ze Tan、De Chen、Youming Shen、Can-Cheng Guo、Jiannan Xiang、Chengliang Zhu

  DOI：10.1016/j.tetlet.2008.04.142

  日期：2008.6

  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.