4-(3-Fluoroanilino)pent-3-en-2-one

• 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: 4-(3-Fluoroanilino)pent-3-en-2-one
• 化学式: C₁₁H₁₂FNO
• 分子量: 193.221
• InChiKey: XMSPEJYGXPCRSC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 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：
  29.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-氟靛红 、 4-(3-Fluoroanilino)pent-3-en-2-one 在 三甲基氯硅烷 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以80%的产率得到8-fluoro-2-(3-fluorophenyl)-4-methyl-3-methylene-2,3-dihydro-1H-pyrrolo[3,4-c]quinolin-1-one
  参考文献：
  名称：

  通过TMSCl催化的靛红和β-烯胺酮级联反应方便地一步合成吡咯并[3,4-c]喹啉-1-酮

  摘要：

  已经开发了通过容易获得的取代的靛红和β-烯胺酮衍生物的TMCSC1催化的反应，可以高效且容易地合成吡咯并[3，4-c]喹啉-1-酮。该级联反应显示出良好的官能团。

  DOI：

  10.1039/c6ra15492a

文献信息

• Copper-catalyzed direct oxidative C(sp 2 )-H α -sulfenylation of enaminones with disulfides or thiophenols: Synthesis of polyfunctionalized aminothioalkenes
  作者：Biao Hu、Pan Zhou、Kairui Rao、Jiao Yang、Lingdan Li、Shengjiao Yan、Fuchao Yu

  DOI：10.1016/j.tetlet.2018.02.079

  日期：2018.4

  A copper(II)-catalyzed protocol for the construction of aminothioalkenes has been achieved that is based on the reaction of enaminones with disulfides/thiophenols in the presence of tert-butyl hydroperoxide (TBHP) to give good to excellent yields. This study provides a new strategy for the formation of C (sp(2))-S bonds via direct alpha-sulfenylation of C(sp(2))-H bonds. (C) 2018 Elsevier Ltd. All rights reserved.
• A Unique 1,2-Acyl Migration for the Construction of Quaternary Carbon by Visible Light Irradiation of Platinum(II) Polypyridyl Complex and Molecular Oxygen
  作者：Qing-Yuan Meng、Tao Lei、Lei-Min Zhao、Cheng-Juan Wu、Jian-Ji Zhong、Xue-Wang Gao、Chen-Ho Tung、Li-Zhu Wu

  DOI：10.1021/ol502995h

  日期：2014.11.21

  A unique 1,2-acyl migration for the construction of quaternary carbon in a one-pot reaction under visible light is described. By irradiating a platinum(II) polypyridyl complex with visible light, enamine 1 is able to react with alcohol 2 to yield compound 3 featuring a quaternary carbon via 1,2-acyl migration and concurrent esterification. Studies on the mechanism reveal that the platinum(II) complex is able to generate singlet oxygen (O-1(2)) that is responsible for this unprecedented intramolecular 1,2-acyl migration transformation.
• Convenient one-step synthesis of pyrrolo[3,4-c]quinolin-1-ones via TMSCl-catalyzed cascade reactions of isatins and β-enamino ketones
  作者：Hui Xu、Pan Zhou、Bei Zhou、Jie Zhou、Yuehai Shen、Ling-Ling Lu、Fu-Chao Yu

  DOI：10.1039/c6ra15492a

  日期：——

  An efficient and facile synthesis of pyrrolo[3,4-c]quinoline-1-ones by TMSCl-catalyzed reaction of easily available substituted isatins and [small beta]-enamino ketone derivatives has been developed. This cascade reaction has shown good functional group...

  已经开发了通过容易获得的取代的靛红和β-烯胺酮衍生物的TMCSC1催化的反应，可以高效且容易地合成吡咯并[3，4-c]喹啉-1-酮。该级联反应显示出良好的官能团。