(4S)-2-[3-[(3,5-dimethylpyrazol-1-yl)methyl]phenyl]-4-propan-2-yl-4,5-dihydro-1,3-oxazole | 1204300-33-3

• 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: (4S)-2-[3-[(3,5-dimethylpyrazol-1-yl)methyl]phenyl]-4-propan-2-yl-4,5-dihydro-1,3-oxazole
• CAS: 1204300-33-3
• 化学式: C₁₈H₂₃N₃O
• 分子量: 297.4
• InChiKey: MGYGCDGPLPAIPH-QGZVFWFLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  39.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (4S)-2-[3-[(3,5-dimethylpyrazol-1-yl)methyl]phenyl]-4-propan-2-yl-4,5-dihydro-1,3-oxazole 、 palladium diacetate 、 lithium chloride 以 溶剂黄146 为溶剂， 以37.8%的产率得到
  参考文献：
  名称：

  Unsymmetrical, oxazolinyl-containing achiral and chiral NCN pincer ligand precursors and their complexes with palladium(II)

  摘要：

  The unsymmetrical, achiral and chiral NCN pincer ligand precursors (3a-3d) with oxazoline and pyrazole as N donors as well as (3e) which has oxazolinyl and amino group have been synthesized in a facile manner in four steps starting from commercially available isophthalaldehyde. Direct C2 metallation of the precursors (3a-3e) with Pd(OAc)(2) in refluxing HOAc, followed by treatment with LiCl at room temperature provided convenient access to the corresponding pincer palladium(II) complexes (4a-4e). The molecular structure of complex 4e has been determined by X-ray single-crystal diffraction. The obtained Pd complexes exhibited good activities in the Suzuki reactions of aryl bromides and activated aryl chlorides with phenylboronic acid. (C) 2009 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2009.09.031
• 作为产物：
  描述：

  L-缬氨醇 、 3-(3,5-dimethylpyrazol-1-ylmethyl)benzaldehyde 在 碘 、 potassium carbonate 作用下， 以 叔丁醇 为溶剂， 反应 18.5h， 以50.8%的产率得到(4S)-2-[3-[(3,5-dimethylpyrazol-1-yl)methyl]phenyl]-4-propan-2-yl-4,5-dihydro-1,3-oxazole
  参考文献：
  名称：

  Unsymmetrical, oxazolinyl-containing achiral and chiral NCN pincer ligand precursors and their complexes with palladium(II)

  摘要：

  The unsymmetrical, achiral and chiral NCN pincer ligand precursors (3a-3d) with oxazoline and pyrazole as N donors as well as (3e) which has oxazolinyl and amino group have been synthesized in a facile manner in four steps starting from commercially available isophthalaldehyde. Direct C2 metallation of the precursors (3a-3e) with Pd(OAc)(2) in refluxing HOAc, followed by treatment with LiCl at room temperature provided convenient access to the corresponding pincer palladium(II) complexes (4a-4e). The molecular structure of complex 4e has been determined by X-ray single-crystal diffraction. The obtained Pd complexes exhibited good activities in the Suzuki reactions of aryl bromides and activated aryl chlorides with phenylboronic acid. (C) 2009 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2009.09.031

文献信息

• Unsymmetrical, oxazolinyl-containing achiral and chiral NCN pincer ligand precursors and their complexes with palladium(II)
  作者：Xin-Qi Hao、Ya-Nan Wang、Jun-Rui Liu、Kun-Lun Wang、Jun-Fang Gong、Mao-Ping Song

  DOI：10.1016/j.jorganchem.2009.09.031

  日期：2010.1

  The unsymmetrical, achiral and chiral NCN pincer ligand precursors (3a-3d) with oxazoline and pyrazole as N donors as well as (3e) which has oxazolinyl and amino group have been synthesized in a facile manner in four steps starting from commercially available isophthalaldehyde. Direct C2 metallation of the precursors (3a-3e) with Pd(OAc)(2) in refluxing HOAc, followed by treatment with LiCl at room temperature provided convenient access to the corresponding pincer palladium(II) complexes (4a-4e). The molecular structure of complex 4e has been determined by X-ray single-crystal diffraction. The obtained Pd complexes exhibited good activities in the Suzuki reactions of aryl bromides and activated aryl chlorides with phenylboronic acid. (C) 2009 Elsevier B. V. All rights reserved.