3-bromo-2-methoxy-1-(toluene-4-sulfonyl)piperidine | 827575-52-0

• 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: 3-bromo-2-methoxy-1-(toluene-4-sulfonyl)piperidine
• 英文别名: 3-Bromo-2-methoxy-1-(4-methylbenzene-1-sulfonyl)piperidine；3-bromo-2-methoxy-1-(4-methylphenyl)sulfonylpiperidine
• CAS: 827575-52-0
• 化学式: C₁₃H₁₈BrNO₃S
• 分子量: 348.261
• InChiKey: ZJIWNNPCYGTCCD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-bromo-2-methoxy-1-(toluene-4-sulfonyl)piperidine 在 potassium carbonate 、 magnesium 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 58.17h， 生成 4-but-3-ynyl-1-(toluene-4-sulfonyl)-1,2,3,6-tetrahydropyridine
  参考文献：
  名称：

  Pt(II) or Ag(I) Salt Catalyzed Cycloisomerizations and Tandem Cycloadditions Forming Functionalized Azacyclic Arrays

  摘要：

  Cyclic ene-N-p-toluenesulfonamides tethered to an electron-deficient alkyne undergo cycloisomerizations readily under the influence of catalytic Pt(II) salts (PtCl2 or [dppbPtmu-OH](2)(BF4)(2)) or AgOTf. Yields for this process range from 47% to 99%. The resulting functionalized 2-azahydrindans can be reacted further using the Diels-Alder reaction. Tandem cycloisomerization-cycloaddition reactions in one pot generate highly functionalized 1-azadecalin ring systems in a highly stereocontrolled manner.

  DOI：

  10.1021/ol047696b
• 作为产物：
  描述：

  sodium methylate 、 1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydropyridine 在 甲醇 、 溴 作用下， 反应 0.83h， 以82%的产率得到3-bromo-2-methoxy-1-(toluene-4-sulfonyl)piperidine
  参考文献：
  名称：

  Pt(II) or Ag(I) Salt Catalyzed Cycloisomerizations and Tandem Cycloadditions Forming Functionalized Azacyclic Arrays

  摘要：

  Cyclic ene-N-p-toluenesulfonamides tethered to an electron-deficient alkyne undergo cycloisomerizations readily under the influence of catalytic Pt(II) salts (PtCl2 or [dppbPtmu-OH](2)(BF4)(2)) or AgOTf. Yields for this process range from 47% to 99%. The resulting functionalized 2-azahydrindans can be reacted further using the Diels-Alder reaction. Tandem cycloisomerization-cycloaddition reactions in one pot generate highly functionalized 1-azadecalin ring systems in a highly stereocontrolled manner.

  DOI：

  10.1021/ol047696b

文献信息

• Pt(II) or Ag(I) Salt Catalyzed Cycloisomerizations and Tandem Cycloadditions Forming Functionalized Azacyclic Arrays
  作者：Tyler J. Harrison、Gregory R. Dake

  DOI：10.1021/ol047696b

  日期：2004.12.1

  Cyclic ene-N-p-toluenesulfonamides tethered to an electron-deficient alkyne undergo cycloisomerizations readily under the influence of catalytic Pt(II) salts (PtCl2 or [dppbPtmu-OH](2)(BF4)(2)) or AgOTf. Yields for this process range from 47% to 99%. The resulting functionalized 2-azahydrindans can be reacted further using the Diels-Alder reaction. Tandem cycloisomerization-cycloaddition reactions in one pot generate highly functionalized 1-azadecalin ring systems in a highly stereocontrolled manner.