(Z)-3-fluoro-1-(4-methoxyphenyl)but-2-en-1-one | 1454271-86-3

• 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: (Z)-3-fluoro-1-(4-methoxyphenyl)but-2-en-1-one
• CAS: 1454271-86-3
• 化学式: C₁₁H₁₁FO₂
• 分子量: 194.206
• InChiKey: ANDJTWPYLYYMQI-FPLPWBNLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 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：

  1-(4-methoxyphenyl)buta-2,3-dien-1-one 在 四丁基氟化铵 作用下， 以 水 为溶剂， 反应 0.33h， 以66%的产率得到(E)-3-fluoro-1-(4-methoxyphenyl)but-2-en-1-one
  参考文献：
  名称：

  Synthesis of β-fluoroenones and their reductive rearrangement in aqueous media

  摘要：

  In this paper, a simple and efficient preparation of beta-fluoroenones, as a mixture of E/Z isomers with the E-isomer as the main product, from 1,2-allenic ketones by using TBAF center dot 3H(2)O in water as a nucleophilic fluorination agent has been developed. Moreover, in exploring the synthetic applications of b-fluoroenones, an unprecedented reductive defluorination rearrangement of beta-fluoroenones toward enones under mild conditions in aqueous media was also discovered. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.07.065

文献信息

• Synthesis of β-fluoroenones and their reductive rearrangement in aqueous media
  作者：Yan He、Nana Shen、Xuesen Fan、Xinying Zhang

  DOI：10.1016/j.tet.2013.07.065

  日期：2013.10

  In this paper, a simple and efficient preparation of beta-fluoroenones, as a mixture of E/Z isomers with the E-isomer as the main product, from 1,2-allenic ketones by using TBAF center dot 3H(2)O in water as a nucleophilic fluorination agent has been developed. Moreover, in exploring the synthetic applications of b-fluoroenones, an unprecedented reductive defluorination rearrangement of beta-fluoroenones toward enones under mild conditions in aqueous media was also discovered. (C) 2013 Elsevier Ltd. All rights reserved.