2-(3'-((tert-butyldimethylsilyl)oxy)-3-(trimethylsilyl)-[1,1'-biphenyl]-2-yl)-4,4-dimethyl-4,5-dihydrooxazole

• 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-(3'-((tert-butyldimethylsilyl)oxy)-3-(trimethylsilyl)-[1,1'-biphenyl]-2-yl)-4,4-dimethyl-4,5-dihydrooxazole
• 英文别名: tert-butyl-[3-[2-(4,4-dimethyl-5H-1,3-oxazol-2-yl)-3-trimethylsilylphenyl]phenoxy]-dimethylsilane
• 化学式: C₂₆H₃₉NO₂Si₂
• 分子量: 453.772
• InChiKey: IXRMEBFAVVFTDE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.84
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  30.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4,4-二甲基-2-苯基-2-噁唑啉 在 chromium dichloride 、 正丁基锂 、 2,3-二氯丁烷 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 为溶剂， 反应 15.75h， 生成 2-(3'-((tert-butyldimethylsilyl)oxy)-3-(trimethylsilyl)-[1,1'-biphenyl]-2-yl)-4,4-dimethyl-4,5-dihydrooxazole
  参考文献：
  名称：

  Room-Temperature Chromium(II)-Catalyzed Direct Arylation of Pyridines, Aryl Oxazolines, and Imines Using Arylmagnesium Reagents

  摘要：

  We report a CrCl2 catalyzed oxidative arylation of various pyridines, aryl oxazolines, and aryl imines using aromatic Grignard reagent in the presence of 2,3-dichlor-obutane (DCB). Most of the reaction proceed rapidly at 25 degrees C and do not require any additional ligand Benzo[h] quinoline, 2-arylpyridine, aryl oxazoline, and imines were successfully arylated in good yields under these conditions. A TMS-substituent was used to prevent double arylation. After oxidative cross-coupling the TMS-group was further converted to a second ortho-aryl substituent. Remarkably, inexpensive aryl N-butylimine derivatives are excellent substrate for this oxidative arylation.

  DOI：

  10.1021/ol502623v

文献信息

• Room-Temperature Chromium(II)-Catalyzed Direct Arylation of Pyridines, Aryl Oxazolines, and Imines Using Arylmagnesium Reagents
  作者：Olesya M. Kuzmina、Paul Knochel

  DOI：10.1021/ol502623v

  日期：2014.10.3

  We report a CrCl2 catalyzed oxidative arylation of various pyridines, aryl oxazolines, and aryl imines using aromatic Grignard reagent in the presence of 2,3-dichlor-obutane (DCB). Most of the reaction proceed rapidly at 25 degrees C and do not require any additional ligand Benzo[h] quinoline, 2-arylpyridine, aryl oxazoline, and imines were successfully arylated in good yields under these conditions. A TMS-substituent was used to prevent double arylation. After oxidative cross-coupling the TMS-group was further converted to a second ortho-aryl substituent. Remarkably, inexpensive aryl N-butylimine derivatives are excellent substrate for this oxidative arylation.