1-[4-(3-氟-4-甲基苯基)苯基]乙酮 | 1345471-18-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-[4-(3-氟-4-甲基苯基)苯基]乙酮
• 英文名称: 4-Acetyl-3'-fluoro-4'-methylbiphenyl
• 英文别名: 1-[4-(3-fluoro-4-methylphenyl)phenyl]ethanone
• CAS: 1345471-18-2
• 化学式: C₁₅H₁₃FO
• 分子量: 228.266
• InChiKey: YTYXPYVWTUVHDM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2914700090

反应信息

• 作为反应物：
  描述：

  1-[4-(3-氟-4-甲基苯基)苯基]乙酮 在 manganese(II) bromide 、 过氧化苯甲酸叔丁酯 、 potassium tert-butylate 、 4,4'-二叔丁基-2,2'-二吡啶 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 19.5h， 生成 1,1-difluoro-4-(3'-fluoro-4'-methyl-[1,1'-biphenyl]-4-yl)pent-4-en-2-ol
  参考文献：
  名称：

  MnBr2 催化的区域特异性氧化 Mizoroki-Heck 型反应

  摘要：

  在此，我们报道了一种前所未有的区域特异性氧化 Mizoroki-Heck 型反应，用于合成α-二氟甲基高烯丙醇。该反应显示出广泛的底物范围和高官能团耐受性。复杂生物活性分子的后期功能化证明了这种转化的合成潜力。机理研究支持 MnBr 2催化自由基 1,2-甲硅烷基转移的参与。

  DOI：

  10.1016/j.cclet.2021.10.083
• 作为产物：
  描述：

  2-氟-4-碘甲苯 、 4-乙酰基苯硼酸 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以85%的产率得到1-[4-(3-氟-4-甲基苯基)苯基]乙酮
  参考文献：
  名称：

  Carbon carbon bond forming reactions: Application of covalently anchored 2,4,6-triallyloxy-1,3,5-triazine (TAT) Pd(II) complex over modified surface of SBA-15 to Heck, Suzuki, Sonogashira and Hiyama cross coupling reactions

  摘要：

  A highly active SBA-15-TAT-Pd(II) catalyst was synthesized from organofunctionalized SBA-15 and 2,4,6-triallyloxy-1,3,5-triazine. The catalyst was employed in carrying out Heck, "copper-free" Sonogashira, Suzuki and Hiyama cross coupling reactions. Under the optimized conditions the catalyst displays excellent catalytic activity in delivering the desired products in good to excellent yields. The catalytic system exhibited superior activity regarding the time taken for the completion of reaction, isolation, Pd loading (0.62 mmol%) and yields of products as compared to the earlier reported heterogeneous SBA-15 anchored Pd catalysts. The catalyst could be recycled and reused for five times without any appreciable loss of catalytic activity. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.catcom.2015.05.013

文献信息

• MnBr2 catalyzed regiospecific oxidative Mizoroki-Heck type reaction
  作者：Xiang Chen、Zhihong Zhu、Shanshan Liu、Yi-Hung Chen、Xiao Shen

  DOI：10.1016/j.cclet.2021.10.083

  日期：2022.5

  Herein, we report an unprecedented regiospecific oxidative Mizoroki-Heck type reaction for the synthesis of α-difluoromethyl homoallylic alcohols. The reaction shows broad substrate scopes and high functional group tolerance. Late-stage functionalization of complex biologically active molecules demonstrates the synthetic potential of this transformation. Mechanistic study supports the involvement of

  在此，我们报道了一种前所未有的区域特异性氧化 Mizoroki-Heck 型反应，用于合成α-二氟甲基高烯丙醇。该反应显示出广泛的底物范围和高官能团耐受性。复杂生物活性分子的后期功能化证明了这种转化的合成潜力。机理研究支持 MnBr 2催化自由基 1,2-甲硅烷基转移的参与。
• Carbon carbon bond forming reactions: Application of covalently anchored 2,4,6-triallyloxy-1,3,5-triazine (TAT) Pd(II) complex over modified surface of SBA-15 to Heck, Suzuki, Sonogashira and Hiyama cross coupling reactions
  作者：Chandani Singh、Kiran Jawade、Priti Sharma、Anand P. Singh、Pradeep Kumar

  DOI：10.1016/j.catcom.2015.05.013

  日期：2015.9

  A highly active SBA-15-TAT-Pd(II) catalyst was synthesized from organofunctionalized SBA-15 and 2,4,6-triallyloxy-1,3,5-triazine. The catalyst was employed in carrying out Heck, "copper-free" Sonogashira, Suzuki and Hiyama cross coupling reactions. Under the optimized conditions the catalyst displays excellent catalytic activity in delivering the desired products in good to excellent yields. The catalytic system exhibited superior activity regarding the time taken for the completion of reaction, isolation, Pd loading (0.62 mmol%) and yields of products as compared to the earlier reported heterogeneous SBA-15 anchored Pd catalysts. The catalyst could be recycled and reused for five times without any appreciable loss of catalytic activity. (C) 2015 Elsevier B.V. All rights reserved.