1-(4-(4-fluorophenyl)-2-methyl-4,5-dihydrofuran-3-yl)ethan-1-one | 1268355-84-5

• 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-(4-fluorophenyl)-2-methyl-4,5-dihydrofuran-3-yl)ethan-1-one
• 英文别名: 1-(4-(4-fluorophenyl)-2-methyl-4,5-dihydrofuran-3-yl)ethanone；1-[3-(4-Fluorophenyl)-5-methyl-2,3-dihydrofuran-4-yl]ethanone；1-[3-(4-fluorophenyl)-5-methyl-2,3-dihydrofuran-4-yl]ethanone
• CAS: 1268355-84-5
• 化学式: C₁₃H₁₃FO₂
• 分子量: 220.243
• InChiKey: VDQMYYKAFLQUFM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  对氟苯甲醛 在 potassium carbonate 、 sodium hydroxide 作用下， 以 甲醇 、 二甲基亚砜 为溶剂， 反应 2.0h， 生成 1-(4-(4-fluorophenyl)-2-methyl-4,5-dihydrofuran-3-yl)ethan-1-one
  参考文献：
  名称：

  An efficient, transition-metal-free process for the synthesis of substituted dihydrofurans via a Michael/cyclization tandem reaction

  摘要：

  An efficient green route for the synthesis of substituted dihydrofurans was developed through a simple base-catalyzed, tandem reaction of nitrostyrene with 1,3-dicarbonyl compounds. The desired products were prepared with a large substrate scope and in excellent yields (up to 95%). (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.11.151

文献信息

• Tandem Michael Addition–Cyclization of Nitroalkenes with 1,3-Dicarbonyl Compounds Accompanied by Removal of Nitro Group
  作者：Zhizhao Wang、Guoren Yue、Xiangdong Ji、Hai Song、Penji Yan、Jixing Zhao、Xin Jia

  DOI：10.1021/acs.joc.1c01586

  日期：2021.10.15

  A tandem Michael addition–cyclization of nitroalkenes with 1,3-dicarbonyl compounds was developed using phase transfer catalyst (PTC), allowing for the synthesis of polysubstituted-[4,5]-dihydrofuran in high yields. A wide range of substrates were demonstrated by this one-step process. Meanwhile, nitro group was substituted to form corresponding nitrite ion detected in the aqueous phase providing a

  使用相转移催化剂 (PTC) 开发了硝基烯烃与 1,3-二羰基化合物的串联迈克尔加成环化，允许以高产率合成多取代-[4,5]-二氢呋喃。这种一步法展示了广泛的基材。同时，硝基被取代形成相应的亚硝酸根离子，在水相中检测到，为有毒和爆炸性含硝基化合物的脱硝提供了合理的途径。我们的 DFT 计算也支持了所提出的机制。