4-chloro-2-(3-methylphenyl)pyridine | 1578241-87-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4-chloro-2-(3-methylphenyl)pyridine
• 英文别名: 4-chloro-2-(m-tolyl)pyridine
• CAS: 1578241-87-8
• 化学式: C₁₂H₁₀ClN
• 分子量: 203.671
• InChiKey: ALJCCWVEZMIKBE-UHFFFAOYSA-N

物化性质

• 沸点：
  304.4±27.0 °C(Predicted)
• 密度：
  1.156±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2,4-二氯吡啶 、 tri-m-tolylbismuth 在 四(三苯基膦)钯 、 caesium carbonate 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 4.0h， 以92%的产率得到4-chloro-2-(3-methylphenyl)pyridine
  参考文献：
  名称：

  Cross-coupling study of iodo/chloropyridines and 2-chloroquinoline with atom-economic triarylbismuth reagents under Pd-catalysis

  摘要：

  This study describes the palladium-catalyzed couplings of iodopyridines, chloropyridines, and chloroquinoline with atom-economic BiAr3 reagents in sub-stoichiometric loadings. Mono-arylations of iodo and chloropyridines produced arylpyridines in high yields. The couplings addressed with dihalopyridines have afforded chemo- and regio-selective coupling products. Arylations of 2-chloroquinoline with different triarylbismuth reagents demonstrated fruitful coupling reactivity under the established conditions. This sumptuous study demonstrates the remarkable cross-coupling reactivity of iodo/chloropyridines and chloroquinoline with triarylbismuth reagents. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.11.036

文献信息

• Scope and Limitation for FeSO₄-Mediated Direct Arylation of Heteroarenes with Arylboronic Acids and Its Synthetic Applications
  作者：Kimihiro Komeyama、Yuya Nagao、Manabu Abe、Ken Takaki

  DOI：10.1246/bcsj.20130166

  日期：2014.2.15

  FeSO4-mediated direct arylation of heteroarenes with arylboronic acids in the presence of K2S2O8 has been developed. A slow addition of an aqueous solution of an iron complex was crucial in the ary...

  已经开发了在 K2S2O8 存在下 FeSO4 介导的杂芳烃与芳基硼酸的直接芳基化。缓慢添加铁络合物的水溶液在 ary...