3-fluoro-2,4,5-triphenylfuran | 1016231-27-8

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: 3-fluoro-2,4,5-triphenylfuran
• CAS: 1016231-27-8
• 化学式: C₂₂H₁₅FO
• 分子量: 314.359
• InChiKey: YHTIGYGXROZQSK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  13.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  溴苯 、 3-fluoro-2,5-diphenylfuran 在 bis-triphenylphosphine-palladium(II) chloride 、 potassium acetate 作用下， 以 N-甲基吡咯烷酮 为溶剂， 以51%的产率得到3-fluoro-2,4,5-triphenylfuran
  参考文献：
  名称：

  Pd-catalyzed direct arylation of 3-fluorofurans utilizing the neighboring effect of fluorine atom: facile synthesis of tetrasubstituted monofluoro furans

  摘要：

  Pd-catalyzed direct arylation of 3-fluorofurans with a variety of aryl bromides was facilitated by the neighboring effect of fluorine atom to provide tetrasubstituted monofluoro furans in moderate to good yields. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.12.026

文献信息

• Synthesis of 2,4,5-Trisubstituted 3-Fluorofurans via Sequential Iodocyclization and Cross-Coupling of <i>gem</i>-Difluorohomopropargyl Alcohols
  作者：Satoru Arimitsu、Jesse M. Jacobsen、Gerald B. Hammond

  DOI：10.1021/jo800088y

  日期：2008.4.1

  The iodocyclization of gem-difluorohomoallenyl and gem-difluorohomopropargyl alcohols with I-2 and ICI, respectively, produced the corresponding,fluorinated iodofuran analogues in good yields. The iodo substituent in fluorinated 4-iodofurans was utilized as a synthetic handle to prepare multisubstituted 3-fluorofurans using a Suzuki cross-coupling reaction. The yields of both iodocyclization of gem-difluorohomopropargyl alcohol and subsequent Suzuki coupling were dramatically enhanced by microwave irradiation.
• Pd-catalyzed direct arylation of 3-fluorofurans utilizing the neighboring effect of fluorine atom: facile synthesis of tetrasubstituted monofluoro furans
  作者：Peng Li、Zhuo Chai、Gang Zhao、Shi-Zheng Zhu

  DOI：10.1016/j.tet.2008.12.026

  日期：2009.2

  Pd-catalyzed direct arylation of 3-fluorofurans with a variety of aryl bromides was facilitated by the neighboring effect of fluorine atom to provide tetrasubstituted monofluoro furans in moderate to good yields. (C) 2008 Elsevier Ltd. All rights reserved.