(Z)-N-[3-(4-bromophenyl)-2-fluoroprop-2-enyl]pyrrolidine | 1200123-40-5

• 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: (Z)-N-[3-(4-bromophenyl)-2-fluoroprop-2-enyl]pyrrolidine
• 英文别名: 1-[(Z)-3-(4-bromophenyl)-2-fluoroprop-2-enyl]pyrrolidine
• CAS: 1200123-40-5
• 化学式: C₁₃H₁₅BrFN
• 分子量: 284.171
• InChiKey: MXXNPNYPUACSHN-LCYFTJDESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-[(1-fluoro-2-pyrrolidin-1-ylethyl)sulfonyl]-1,3-benzothiazole 、 对溴苯甲醛 在 sodium hexamethyldisilazane 、 水 、 氯化铵 作用下， 以 四氢呋喃 为溶剂， 以35%的产率得到(E)-N-[3-(4-bromophenyl)-2-fluoroprop-2-enyl]pyrrolidine
  参考文献：
  名称：

  Toward the Synthesis of Benzothiazolyl Fluoroaminosulfones

  摘要：

  Due to the importance of allylamines in organic synthesis, the synthesis of reagents as potent precursors of aminofluoroolefins is reported from functionalized benzothiazolylsulfones. The key intermediate, a fluorovinyl sulfone, was prepared and functionalized by addition of aliphatic, aromatic amines and amino acid alkyl esters through an aza-Michael addition reaction.

  DOI：

  10.1021/jo901540c

文献信息

• Toward the Synthesis of Benzothiazolyl Fluoroaminosulfones
  作者：Charlène Calata、Emmanuel Pfund、Thierry Lequeux

  DOI：10.1021/jo901540c

  日期：2009.12.18

  Due to the importance of allylamines in organic synthesis, the synthesis of reagents as potent precursors of aminofluoroolefins is reported from functionalized benzothiazolylsulfones. The key intermediate, a fluorovinyl sulfone, was prepared and functionalized by addition of aliphatic, aromatic amines and amino acid alkyl esters through an aza-Michael addition reaction.
• Convergent synthesis of functionalized fluoroallylamines by the Julia–Kocienski reaction
  作者：Charlène Calata、Emmanuel Pfund、Thierry Lequeux

  DOI：10.1016/j.tet.2010.12.061

  日期：2011.2

  The synthesis of beta-fluoroallylamines is reported from aminofluorobenzothiazolylsulfones. These open a new route for a short synthesis of vinylic fluoride containing highly functionalized amino residues. (C) 2010 Elsevier Ltd. All rights reserved.