2-((18)F)fluoro-5-bromobenzaldehyde | 205930-68-3

• 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: 2-((18)F)fluoro-5-bromobenzaldehyde
• 英文别名: 5-bromo-2-(18F)fluoranylbenzaldehyde
• CAS: 205930-68-3
• 化学式: C₇H₄BrFO
• 分子量: 202.012
• InChiKey: MMFGGDVQLQQQRX-RVRFMXCPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  10.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  2-((18)F)fluoro-5-bromobenzaldehyde 在 RhCl(PPh₃)3 作用下， 以 1,4-二氧六环 为溶剂， 反应 0.25h， 生成 1-bromo-4-[18F]fluorobenzene
  参考文献：
  名称：

  Synthesis of 4-[18F]Fluorophenyl-alkenes and -arenes via Palladium-Catalyzed Coupling of 4-[18F]Fluoroiodobenzene with Vinyl and Aryl Tin Reagents.

  摘要：

  The cross-coupling reaction of 4-[F-18]fluoroiodobenzene 3a with vinyl or aryl tin reagents in the presence of tetrakis(triphenylphosphine)palladium was found to provide a convenient and rapid method for the preparation of 4-[F-18]fluorostyrene or 4-[F-18]fluorobiphenyl within 45-50 min and 47% or 86% radiochemical yields, respectively, counted from 3a. (E)-N-{3-(4-[F-18]fluorophenyl}prop-2-enyl]piperidine 2a was obtained within 45 min and in 80% radiochemical yield from 3a. 4-[F-18]Fluorobromobenzene 4a was prepared in 24-48% yield from 2-nitro-5-bromobenzaldehyde and [F-18]KF in 95 min.

  DOI：

  10.3891/acta.chem.scand.52-0480
• 作为产物：
  描述：

  5-溴-2-硝基苯甲醛 在 ⁺(18)F^- 作用下， 以 二甲基亚砜 为溶剂， 反应 0.33h， 生成 2-((18)F)fluoro-5-bromobenzaldehyde
  参考文献：
  名称：

  Synthesis of [4-18F]-1-Bromo-4-fluorobenzene and its Use in Palladium-Promoted Cross-Coupling Reactions with Organostannanes.

  摘要：

  A method of general interest for the introduction of a [4-F-18]fluorophenyl structure into highly functional molecules has been developed. [4-F-18]-1-Bromo-4-fluorobenzene 3 was obtained in a two-step reaction from [F-18]fluoride (in water solution) and 5-bromo-2-nitrobenzaldehyde 1 followed by a tris(triphenylphosphine)rhodium(I) chloride (PPh3RhCl) catalysed decarbonylation in > 70% isolated, decay-corrected radiochemical yield within 70 min. The precursor 3 was used in a number of palladium promoted cross-coupling reactions with organostannanes; for example, the reaction with tributylphenyltin gave [4-F-18]fluorobiphenyl in > 90% decay-corrected radiochemical yield within 15 min.

  DOI：

  10.3891/acta.chem.scand.52-0475

文献信息

• Lasne, M. C.; Allain-Barbier, L.; Marriere, E., Journal of labelled compounds and radiopharmaceuticals, 1997, vol. 40, p. 32 - 34
  作者：Lasne, M. C.、Allain-Barbier, L.、Marriere, E.

  DOI：——

  日期：——