2-(4-叔丁基吡啶-2-基)-苯并恶唑 | 1000370-92-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶唑类
• 中文名称: 2-(4-叔丁基吡啶-2-基)-苯并恶唑
• 英文名称: 2-(4-tert-butyl pyridin-2-yl)-benzooxazole
• 英文别名: 2-(4-Tert-butylpyridin-2-yl)-1,3-benzoxazole；2-(4-tert-butylpyridin-2-yl)-1,3-benzoxazole
• CAS: 1000370-92-2
• 化学式: C₁₆H₁₆N₂O
• 分子量: 252.316
• InChiKey: OLVRKFJNMRJADW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  38.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  双(乙腈)氯化钯(II) 、 2-(4-叔丁基吡啶-2-基)-苯并恶唑 以 二氯甲烷 为溶剂， 以70%的产率得到(2-(4-tert-butyl pyridin-2-yl)-benzooxazole)PdCl2
  参考文献：
  名称：

  Substituted (pyridinyl)benzoazole palladium complexes: Synthesis and application as Heck coupling catalysts

  摘要：

  The synthesis of 2-(4-tert-butylpyridin-2-yl)-benzooxazole (L3), 2-(4-tert-butyl-pyridin-2-yl)-benzothiazole (L4) and 6-tert-Butyl-2(4-tert-butyl-pyridin-2-yl)-benzothiazole (L5) by intramolecular cyclization under basic conditions is described. Reactions of 2-pyridin-2-yl-1H-benzoimidazole (L2), 2-pyridin-2-yl-benzothiazole (L2) and L3-L5 with either [Pd(NCMe)(2)Cl-2)] or [Pd(COD)MeCl] afforded the corresponding mononuclear palladium complexes [Pd(L1)MeCl] (1), [Pd(L2)MeCl] (2), [Pd(L3)Cl-2] (3), [Pd(L3)MeCl] (4), [Pd(L4)Cl-2] (5), [Pd(L4)MeCl] (6) and [Pd(L4)MeCl] (7) as confirmed by mass spectrometry and elemental analyses. The palladium complexes are efficient Heck coupling catalysts for the reaction of iodobenzene with butylacrylate under mild conditions. Benzothiazole and benzooxazole containing complexes show faster induction periods compared to the benzoimidazole analogues. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2007.08.033

文献信息

• Substituted (pyridinyl)benzoazole palladium complexes: Synthesis and application as Heck coupling catalysts
  作者：Stephen O. Ojwach、Gunnar Westman、James Darkwa

  DOI：10.1016/j.poly.2007.08.033

  日期：2007.11

  The synthesis of 2-(4-tert-butylpyridin-2-yl)-benzooxazole (L3), 2-(4-tert-butyl-pyridin-2-yl)-benzothiazole (L4) and 6-tert-Butyl-2(4-tert-butyl-pyridin-2-yl)-benzothiazole (L5) by intramolecular cyclization under basic conditions is described. Reactions of 2-pyridin-2-yl-1H-benzoimidazole (L2), 2-pyridin-2-yl-benzothiazole (L2) and L3-L5 with either [Pd(NCMe)(2)Cl-2)] or [Pd(COD)MeCl] afforded the corresponding mononuclear palladium complexes [Pd(L1)MeCl] (1), [Pd(L2)MeCl] (2), [Pd(L3)Cl-2] (3), [Pd(L3)MeCl] (4), [Pd(L4)Cl-2] (5), [Pd(L4)MeCl] (6) and [Pd(L4)MeCl] (7) as confirmed by mass spectrometry and elemental analyses. The palladium complexes are efficient Heck coupling catalysts for the reaction of iodobenzene with butylacrylate under mild conditions. Benzothiazole and benzooxazole containing complexes show faster induction periods compared to the benzoimidazole analogues. (C) 2007 Elsevier Ltd. All rights reserved.