2-(2-methylquinolin-8-yl)benzoxazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-(2-methylquinolin-8-yl)benzoxazole
• 英文别名: 8-benzooxazol-2-yl-2-methyl-quinoline；2-(2-Methylquinolin-8-yl)-1,3-benzoxazole
• 化学式: C₁₇H₁₂N₂O
• 分子量: 260.295
• InChiKey: STEQNQBPXBWNPT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 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：

  乙二醇二甲醚溴化镍 、 2-(2-methylquinolin-8-yl)benzoxazole 以 二氯甲烷 为溶剂， 反应 12.0h， 生成
  参考文献：
  名称：

  Highly active 8-benzoxazolyl- or 8-benzothiazolyl-2-alkylquinolinylnickel(II) complexes for ethylene dimerization and vinyl polymerization of norbornene

  摘要：

  The series of nickel halide complexes LNiX2 (C1-C6, X = Cl; C7-C12, X = Br), where L represents one of 8-benzoxazolyl-2-alkylquinoline or 8-benzothiazolyl-2-alkylquinoline derivatives, have been prepared. The molecular structures of the representative complexes C1, C3, C6 and C11 were determined by single crystal X-ray diffraction. Upon activation with ethylaluminium sesquichloride (EASC), all nickel complex precatalysts exhibited good activities for ethylene dimerization. Furthermore, such nickel pre-catalysts, in the presence of methylaluminoxane (MAO), were capable of the vinyl polymerization norbornene. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2012.06.056
• 作为产物：
  描述：

  2-甲基喹啉-8-羧酸 、 2-氨基苯酚 在 polyphosphoric acid 作用下， 反应 6.0h， 以57%的产率得到2-(2-methylquinolin-8-yl)benzoxazole
  参考文献：
  名称：

  Highly active 8-benzoxazolyl- or 8-benzothiazolyl-2-alkylquinolinylnickel(II) complexes for ethylene dimerization and vinyl polymerization of norbornene

  摘要：

  The series of nickel halide complexes LNiX2 (C1-C6, X = Cl; C7-C12, X = Br), where L represents one of 8-benzoxazolyl-2-alkylquinoline or 8-benzothiazolyl-2-alkylquinoline derivatives, have been prepared. The molecular structures of the representative complexes C1, C3, C6 and C11 were determined by single crystal X-ray diffraction. Upon activation with ethylaluminium sesquichloride (EASC), all nickel complex precatalysts exhibited good activities for ethylene dimerization. Furthermore, such nickel pre-catalysts, in the presence of methylaluminoxane (MAO), were capable of the vinyl polymerization norbornene. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2012.06.056

文献信息

• A General, Multimetallic Cross-Ullmann Biheteroaryl Synthesis from Heteroaryl Halides and Heteroaryl Triflates
  作者：Kai Kang、Nathan L. Loud、Tarah A. DiBenedetto、Daniel J. Weix

  DOI：10.1021/jacs.1c10907

  日期：2021.12.29

  medicine and materials science, the synthesis of biheteroaryls by cross-coupling remains challenging. We describe here a new, general approach to biheteroaryls: the Ni- and Pd-catalyzed multimetallic cross-Ullmann coupling of heteroaryl halides with triflates. An array of 5-membered, 6-membered, and fused heteroaryl bromides and chlorides, as well as aryl triflates derived from heterocyclic phenols,

  尽管它们对医学和材料科学很重要，但通过交叉偶联合成双杂芳基仍然具有挑战性。我们在这里描述了一种新的、通用的双杂芳基方法：杂芳基卤化物与三氟甲磺酸酯的 Ni 和 Pd 催化的多金属交叉 Ullmann 偶联。一系列 5 元、6 元和稠合杂芳基溴化物和氯化物，以及衍生自杂环酚的芳基三氟甲磺酸酯，被证明是该反应中可行的底物（62 个示例，平均产率为 63 ± 17%）。这种方法对双杂芳基的普遍性在 10 μmol 规模的 96 孔板格式中得到进一步证明。一组 96 种可能的产品在一组条件下提供了 >90% 的命中率。此外，可以使用配体、添加剂和还原剂的单个“工具箱板”快速优化低产率组合。
• Barni,E.; Savarino,P., Journal of Heterocyclic Chemistry, 1979, vol. 16, p. 1579 - 1582
  作者：Barni,E.、Savarino,P.

  DOI：——

  日期：——
• BARNI E.; SAVARINO P., J. HETEROCYCL. CHEM., 1979, 16, NO 8, 1579-1582
  作者：BARNI E.、 SAVARINO P.

  DOI：——

  日期：——
• Highly active 8-benzoxazolyl- or 8-benzothiazolyl-2-alkylquinolinylnickel(II) complexes for ethylene dimerization and vinyl polymerization of norbornene
  作者：Peng Hao、Shengju Song、Tianpengfei Xiao、Yan Li、Carl Redshaw、Wen-Hua Sun

  DOI：10.1016/j.poly.2012.06.056

  日期：2013.3

  The series of nickel halide complexes LNiX2 (C1-C6, X = Cl; C7-C12, X = Br), where L represents one of 8-benzoxazolyl-2-alkylquinoline or 8-benzothiazolyl-2-alkylquinoline derivatives, have been prepared. The molecular structures of the representative complexes C1, C3, C6 and C11 were determined by single crystal X-ray diffraction. Upon activation with ethylaluminium sesquichloride (EASC), all nickel complex precatalysts exhibited good activities for ethylene dimerization. Furthermore, such nickel pre-catalysts, in the presence of methylaluminoxane (MAO), were capable of the vinyl polymerization norbornene. (C) 2012 Elsevier Ltd. All rights reserved.