5-methyl-2-styryl-pyridine | 718-28-5

• 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: 5-methyl-2-styryl-pyridine
• 英文别名: 5-methyl-2-(2-phenylethenyl)pyridine
• CAS: 718-28-5
• 化学式: C₁₄H₁₃N
• 分子量: 195.264
• InChiKey: BIIIJAIDRYEBIW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.56
• 重原子数：
  15.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  12.89
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  5-methyl-2-phenethylpyridine 在 氟硼酸钠 、 copper diacetate 、 溶剂黄146 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 24.0h， 以35%的产率得到5-methyl-2-styryl-pyridine
  参考文献：
  名称：

  Cooperative C(sp³)–H and C(sp²)–H Activation of 2-Ethylpyridines by Copper and Rhodium: A Route toward Quinolizinium Salts

  摘要：

  A method for the synthesis of substituted quinolizinium salts from 2-ethylpyridines and alkynes is demonstrated. The transformation is conveniently achieved using 1 mol % of a Rh(III) catalyst along with an excess amount of copper(II) salt. The reaction gives high product yields with broad substrate scope and functional group tolerance. Detailed mechanistic studies suggest that 2-vinylpyridine is formed in situ from 2-ethylpyridine by a copper-promoted C(sp(3))-H hydroxylation, followed by dehydration. Later, a Rh(III)-catalyzed pyridine-directed vinylic C(sp(2))-H activation and annulation with alkynes provided the final product.

  DOI：

  10.1021/acscatal.5b01244

文献信息

• General and selective homogeneous Ru-catalyzed transfer hydrogenation, deuteration, and methylation of functional compounds using methanol
  作者：Murugan Subaramanian、Ganesan Sivakumar、Vinod G. Landge、Rohit Kumar、Kishore Natte、Rajenahally V. Jagadeesh、Ekambaram Balaraman

  DOI：10.1016/j.jcat.2023.06.035

  日期：2023.9

  pharmaceuticals such as d-Cloperastine, d-Buclizine, d-Diphendyarmine, d-Modafinil, and d-Adrafinil using CD3OD. In addition, the application of methanol as a C1 source for the preparation of N-methylated products is showcased. Finally, kinetic and mechanistic investigations for this Ru-catalyzed transfer hydrogenation and deuteration protocols have been performed.

  有机合成和能源技术中甲醇的催化增值对于基础研究和工业应用来说都是有趣且重要的。特别是，它作为氢、氘和甲基源用于选择性还原和氘化反应以及获得N-甲基化产物是非常理想的，并且可以被认为是放大转移氢化和C1化学的潜在方法。在这里，我们报道了均相 Ru-MACHO 配合物催化不同官能化化合物（如酮、醛、炔烃、烯烃、亚胺、偶氮苯和硝基化合物）的转移氢化以及N的脱氧使用甲醇作为负担得起的氢供体和溶剂的氧化物衍生物。这种基于钌的策略已被证明对于合成先进氘标记化合物的氘化过程非常方便，包括克级合成氘代药物，如d-氯哌斯汀、d-布克利嗪、d-苯地亚明、d-莫达非尼和d -Adrafinil 使用 CD 3 OD。此外，还展示了甲醇作为C1源用于制备N-甲基化产物的应用。最后，对这种钌催化的转移氢化和氘化方案进行了动力学和机理研究。
• Ligand and base-free Heck reaction with heteroaryl halides
  作者：M. Lakshmi Kantam、P. Vishnuvardhan Reddy、P. Srinivas、Suresh Bhargava

  DOI：10.1016/j.tetlet.2011.06.081

  日期：2011.8

  Pd(CH3CN)(2)Cl-2-catalyzed I-leek reaction of different heteroaryl halides with olefins is carried out in the absence of both the ligand and base to obtain the corresponding coupling products in good yields. (C) 2011 Elsevier Ltd. All rights reserved.