1-{2'-(4,5-dihydrooxazol-2-yl)-3'-methyl-[1,1'-biphenyl]-3-yl}ethan-1-one | 1078710-19-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-{2'-(4,5-dihydrooxazol-2-yl)-3'-methyl-[1,1'-biphenyl]-3-yl}ethan-1-one
• 英文别名: 1-[2'-(4,5-dihydro-oxazol-2-yl)-3'-methyl-biphenyl-3-yl]ethanone；1-[3-[2-(4,5-Dihydro-1,3-oxazol-2-yl)-3-methylphenyl]phenyl]ethanone；1-[3-[2-(4,5-dihydro-1,3-oxazol-2-yl)-3-methylphenyl]phenyl]ethanone
• CAS: 1078710-19-6
• 化学式: C₁₈H₁₇NO₂
• 分子量: 279.338
• InChiKey: QEYIIELCMKBULM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  38.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-羟基苯乙酮 、 2-(o-tolyl)-4,5-dihydrooxazole 在 1,3-bis(2,6-diisopropylphenyl)-1,3,2-diazaphospholidine-2-oxide 、 [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ 、 potassium carbonate 、 对甲苯磺酰氯 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 18.08h， 以82%的产率得到1-{2'-(4,5-dihydrooxazol-2-yl)-3'-methyl-[1,1'-biphenyl]-3-yl}ethan-1-one
  参考文献：
  名称：

  Dehydrative Direct Arylations of Arenes with Phenols via Ruthenium-Catalyzed C−H and C−OH Bond Functionalizations

  摘要：

  Phenols can be employed as proelectrophiles in operationally simple ruthenium-catalyzed dehydrative direct arylations, proceeding through chemo- and regioselective functionalizations of C-H and C-OH bonds.

  DOI：

  10.1021/ol802252m

文献信息

• Single-Component Phosphinous Acid Ruthenium(II) Catalysts for Versatile C−H Activation by Metal-Ligand Cooperation
  作者：Daniel Zell、Svenja Warratz、Dmitri Gelman、Simon J. Garden、Lutz Ackermann

  DOI：10.1002/chem.201504851

  日期：2016.1.22

  Well‐defined ruthenium(II) phosphinous acid (PA) complexes enabled chemo‐, site‐, and diastereoselective C−H functionalization of arenes and alkenes with ample scope. The outstanding catalytic activity was reflected by catalyst loadings as low as 0.75 mol %, and the most step‐economical access reported to date to angiotensin II receptor antagonist blockbuster drugs. Mechanistic studies indicated a

  明确定义的次膦酸亚膦酸钌（II）配合物可在广泛的范围内实现芳烃和烯烃的化学，位点和非对映选择性CH功能化。低至0.75 mol％的催化剂载量反映了其出色的催化活性，并且据报道是迄今为止获得血管紧张素II受体拮抗剂重磅炸弹药物最省钱的途径。机理研究表明，通过单电子转移（SET）型基本过程可发生动力学相关的C-X裂解，并为PA辅助的C-H钌化步骤提供了证据。
• Dehydrative Direct Arylations of Arenes with Phenols via Ruthenium-Catalyzed C−H and C−OH Bond Functionalizations
  作者：Lutz Ackermann、Michael Mulzer

  DOI：10.1021/ol802252m

  日期：2008.11.6

  Phenols can be employed as proelectrophiles in operationally simple ruthenium-catalyzed dehydrative direct arylations, proceeding through chemo- and regioselective functionalizations of C-H and C-OH bonds.