6-methyl-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydropyridine

• 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: 6-methyl-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydropyridine
• 英文别名: 6-methyl-1-tosyl-1,2,3,4-tetrahydropyridine；6-methyl-1-(4-methylphenyl)sulfonyl-3,4-dihydro-2H-pyridine
• 化学式: C₁₃H₁₇NO₂S
• 分子量: 251.349
• InChiKey: RDUZKGPMCNQRCG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-甲苯磺酸酐 在 tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene](benzylidene)Ru(II) dichloride 三乙胺 作用下， 以 甲苯 为溶剂， 反应 3.0h， 生成 6-methyl-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydropyridine
  参考文献：
  名称：

  Enamide−Olefin Ring-Closing Metathesis

  摘要：

  [GRAPHICS]The first examples of ring-closing metathesis reactions of olefin-containing enamides using ruthenium-based catalysts have been demonstrated, A preliminary investigation into the scope and limitations, leading to protected five- and six-membered cyclic enamides, will be presented.

  DOI：

  10.1021/ol016013e

文献信息

• Intramolecular hydroamination of alkynic sulfonamides catalyzed by a gold–triethynylphosphine complex: Construction of azepine frameworks by 7-<i>exo</i>-<i>dig</i> cyclization
  作者：Hideto Ito、Tomoya Harada、Hirohisa Ohmiya、Masaya Sawamura

  DOI：10.3762/bjoc.7.106

  日期：——

  The gold-catalyzed, seven-membered ring forming, intramolecular hydroamination of alkynic sulfonamides has been investigated. The protocol, with a semihollow-shaped triethynylphosphine as a ligand for gold, allowed the synthesis of a variety of azepine derivatives, which are difficult to access by other methods. Both alkynic sulfoamides with a flexible linear chain and the benzene-fused substrates underwent 7-exo-dig cyclization to afford the nitrogen-containing heterocyclic seven-membered rings, such as tetrahydroazepine and dihydrobenzazepine, in good yields.

  已被调查的金催化的七元环形成的分子内烯烃磺酰胺的氢胺化反应。该方案使用半空心状三乙炔基膦作为金的配体，允许合成各种难以通过其他方法获得的环氮杂环衍生物。具有柔性线性链的烯烃磺胺和苯融合底物都发生了7-exo-dig环化反应，产生含氮杂环七元环，如四氢氮杂环庚烷和二氢苯并氮杂环，收率较高。
• Enamide−Olefin Ring-Closing Metathesis
  作者：Sape S. Kinderman、Jan H. van Maarseveen、Hans E. Schoemaker、Henk Hiemstra、Floris P. J. T. Rutjes

  DOI：10.1021/ol016013e

  日期：2001.6.1

  [GRAPHICS]The first examples of ring-closing metathesis reactions of olefin-containing enamides using ruthenium-based catalysts have been demonstrated, A preliminary investigation into the scope and limitations, leading to protected five- and six-membered cyclic enamides, will be presented.