3',5'-dimethoxy-[1,1'-biphenyl]-3-carbaldehyde

• 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: 3',5'-dimethoxy-[1,1'-biphenyl]-3-carbaldehyde
• 英文别名: 3-(3,5-dimethoxyphenyl)benzaldehyde
• 化学式: C₁₅H₁₄O₃
• 分子量: 242.274
• InChiKey: ANELIUUIZXXDDR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3',5'-dimethoxy-[1,1'-biphenyl]-3-carbaldehyde 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 27.5h， 生成 N-((5-chloro-8-hydroxyquinolin-7-yl)(3-(3,5-dihydroxyphenyl)phenyl)methyl)benzamide
  参考文献：
  名称：

  Betti reaction enables efficient synthesis of 8-hydroxyquinoline inhibitors of 2-oxoglutarate oxygenases

  摘要：

  使用Betti反应高效生成2OG氧化酶抑制剂，包括KDM4去甲基酶。

  DOI：

  10.1039/c5cc06095h
• 作为产物：
  描述：

  3,5-二甲氧基苯酚 在 bis-triphenylphosphine-palladium(II) chloride 、 potassium phosphate monohydrate 、 三乙胺 作用下， 以 二氯甲烷 、 叔丁醇 为溶剂， 反应 15.25h， 生成 3',5'-dimethoxy-[1,1'-biphenyl]-3-carbaldehyde
  参考文献：
  名称：

  Aryl/heteroaryl pentafluorobenzenesulfonates (ArOPFBs): new electrophilic coupling partners for room temperature Suzuki–Miyaura cross-coupling reactions

  摘要：

  The first cross-coupling reaction between aryl/heteroaryl pentafluorobenzenesulfonates and aryl/heteroaryl boronic acids under mild conditions is described. The successful synthesis of highly ortho substituted biaryls and high chemoselectivity of these bench stable intermediates over tosylates, triflates, mesylates, and chlorides increases its scope as a valuable cross-coupling partner. The generality of this protocol was further extended to other boron containing nucleophiles (boronates, trifluoroborates) and alkyl boronic acids. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.07.033

文献信息

• Betti reaction enables efficient synthesis of 8-hydroxyquinoline inhibitors of 2-oxoglutarate oxygenases
  作者：C. C. Thinnes、A. Tumber、C. Yapp、G. Scozzafava、T. Yeh、M. C. Chan、T. A. Tran、K. Hsu、H. Tarhonskaya、L. J. Walport、S. E. Wilkins、E. D. Martinez、S. Müller、C. W. Pugh、P. J. Ratcliffe、P. E. Brennan、A. Kawamura、C. J. Schofield

  DOI：10.1039/c5cc06095h

  日期：——

  A Betti reaction was used for efficient generation of 2OG oxygenase inhibitors, including for KDM4 demethylases.

  使用Betti反应高效生成2OG氧化酶抑制剂，包括KDM4去甲基酶。
• Aryl/heteroaryl pentafluorobenzenesulfonates (ArOPFBs): new electrophilic coupling partners for room temperature Suzuki–Miyaura cross-coupling reactions
  作者：Jayan T. Joseph、Ayyiliath M. Sajith、Revanna C. Ningegowda、Archana Nagaraj、K.S. Rangappa、Sheena Shashikanth

  DOI：10.1016/j.tetlet.2015.07.033

  日期：2015.9

  The first cross-coupling reaction between aryl/heteroaryl pentafluorobenzenesulfonates and aryl/heteroaryl boronic acids under mild conditions is described. The successful synthesis of highly ortho substituted biaryls and high chemoselectivity of these bench stable intermediates over tosylates, triflates, mesylates, and chlorides increases its scope as a valuable cross-coupling partner. The generality of this protocol was further extended to other boron containing nucleophiles (boronates, trifluoroborates) and alkyl boronic acids. (C) 2015 Elsevier Ltd. All rights reserved.