4,7-dimethyl-5-phenylthieno[2,3-c]pyridine | 1350770-28-3

• 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: 4,7-dimethyl-5-phenylthieno[2,3-c]pyridine
• 英文别名: 4,7-Dimethyl-5-phenylthieno[2,3-c]pyridine
• CAS: 1350770-28-3
• 化学式: C₁₅H₁₃NS
• 分子量: 239.341
• InChiKey: CPOCBTDCTDBDND-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  41.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-苯基-1-丙炔 、 1-噻吩-2-基-乙酮肟 在 (p-cymene)ruthenium(II) chloride 、 sodium acetate 作用下， 以 甲醇 为溶剂， 反应 16.0h， 以76%的产率得到4,7-dimethyl-5-phenylthieno[2,3-c]pyridine
  参考文献：
  名称：

  Ruthenium-Catalyzed Highly Regioselective Cyclization of Ketoximes with Alkynes by C–H Bond Activation: A Practical Route to Synthesize Substituted Isoquinolines

  摘要：

  Aromatic and heteroaromatic ketoximes underwent cyclization with alkynes in the presence of a catalytic amount of [{RuCl2(p-cymene)}(2)] and NaOAc to give isoquinoline derivatives in good to excellent yields in a highly regioselective manner.

  DOI：

  10.1021/ol301091z

文献信息

• Pyridine synthesis from oximes and alkynesviarhodium(<scp>iii</scp>) catalysis: Cp* and Cp^tprovide complementary selectivity
  作者：Todd K. Hyster、Tomislav Rovis

  DOI：10.1039/c1cc15248c

  日期：——

  The synthesis of pyridines from readily available α,β-unsaturated oximes and alkynes under mild conditions and low temperatures using Rh(III) catalysis has been developed. It was found that the use of sterically different ligands allows for complementary selectivities to be achieved.

  利用Rh(III)催化剂，在温和条件和低温下，通过易得α,β-不饱和肟与炔烃的合成反应，开发了吡啶的合成方法。研究发现，使用空间位阻不同的配体可以实现互补的选择性。
• Ruthenium-Catalyzed Highly Regioselective Cyclization of Ketoximes with Alkynes by C–H Bond Activation: A Practical Route to Synthesize Substituted Isoquinolines
  作者：Ravi Kiran Chinnagolla、Sandeep Pimparkar、Masilamani Jeganmohan

  DOI：10.1021/ol301091z

  日期：2012.6.15

  Aromatic and heteroaromatic ketoximes underwent cyclization with alkynes in the presence of a catalytic amount of [RuCl2(p-cymene)}(2)] and NaOAc to give isoquinoline derivatives in good to excellent yields in a highly regioselective manner.