1-(p-toluenesulfonyl)-6-vinyl-1,2,3,4-tetrahydropyridine | 406179-91-7

• 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: 1-(p-toluenesulfonyl)-6-vinyl-1,2,3,4-tetrahydropyridine
• 英文别名: 6-ethenyl-1-(4-methylphenyl)sulfonyl-3,4-dihydro-2H-pyridine
• CAS: 406179-91-7
• 化学式: C₁₄H₁₇NO₂S
• 分子量: 263.36
• InChiKey: FDRIZWOVZPWWJV-UHFFFAOYSA-N

物化性质

• 沸点：
  403.6±48.0 °C(Predicted)
• 密度：
  1.235±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  丁炔二酸二甲酯 、 1-(p-toluenesulfonyl)-6-vinyl-1,2,3,4-tetrahydropyridine 以 甲苯 为溶剂， 反应 12.0h， 以71%的产率得到dimethyl 1-(p-toluenesulfonyl)-1,2,3,4,7,8-hexahydroquinoline-5,6-dicarboxylate
  参考文献：
  名称：

  Synthesis of cyclic dienamide using ruthenium-catalyzed ring-closing metathesis of ene–ynamide

  摘要：

  Ring-closing metathesis of ene-ynamide, which has alkene and ynamide moieties in a molecule, using a second-generation ruthenium carbene complex produced nitrogen-containing heterocycles, which have a dienamide moiety, in high yields. Diels-Alder reaction of the cyclized product with dienophile proceeded smoothly to give an indole or quinoline derivative in high yield. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.11.083
• 作为产物：
  描述：

  N-ethynyl-4-methyl-N-(pent-4-en-1-yl)benzenesulfonamide 在 (1,3-dimesityl-4,5-dihydroimidazol-2-ylidene)(PCy3)Cl2Ru=CHPh 、 乙烯 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以85%的产率得到1-(p-toluenesulfonyl)-6-vinyl-1,2,3,4-tetrahydropyridine
  参考文献：
  名称：

  Synthesis of Cyclic Dienamide Using Ruthenium-Catalyzed Ring-Closing Metathesis of Ene-Ynamide

  摘要：

  [GRAPHICS]Ring-closing metathesis of ene-ynamide using the second-gene ration Grubbs' catalyst produced nitrogen-containing heterocycles, which have dienamide moieties, in high yields. Diels-Alder reaction of the cyclized product and dienophile proceeded smoothly to afford a bi- or tricyclic compound.

  DOI：

  10.1021/ol017298y

文献信息

• Synthesis of Cyclic Dienamide Using Ruthenium-Catalyzed Ring-Closing Metathesis of Ene-Ynamide
  作者：Nozomi Saito、Yukako Sato、Miwako Mori

  DOI：10.1021/ol017298y

  日期：2002.3.1

  [GRAPHICS]Ring-closing metathesis of ene-ynamide using the second-gene ration Grubbs' catalyst produced nitrogen-containing heterocycles, which have dienamide moieties, in high yields. Diels-Alder reaction of the cyclized product and dienophile proceeded smoothly to afford a bi- or tricyclic compound.
• Synthesis of different ring-size heterocycles from the same propargyl alcohol derivative by ligand effect on Pd(0)
  作者：Yuji Kozawa、Miwako Mori

  DOI：10.1016/s0040-4039(02)00043-6

  日期：2002.2

  The type of ligand oil in an allenylpalladium complex, which was prepared from propargyl alcohol derivative and Pd(0), plays an important role in determination of the ring size of the cyclized compound. An intermediary palladium complex bearing a monodentate ligand gave a cyclized compound via palladacycle, while that bearing a bidentate ligand gave one-carbon elongated cyclized compound via a eta(3)-propargylalladium complex. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Synthesis of cyclic dienamide using ruthenium-catalyzed ring-closing metathesis of ene–ynamide
  作者：Miwako Mori、Hideaki Wakamatsu、Nozomi Saito、Yukako Sato、Rie Narita、Yoshihiro Sato、Reiko Fujita

  DOI：10.1016/j.tet.2005.11.083

  日期：2006.4

  Ring-closing metathesis of ene-ynamide, which has alkene and ynamide moieties in a molecule, using a second-generation ruthenium carbene complex produced nitrogen-containing heterocycles, which have a dienamide moiety, in high yields. Diels-Alder reaction of the cyclized product with dienophile proceeded smoothly to give an indole or quinoline derivative in high yield. (c) 2006 Elsevier Ltd. All rights reserved.