N-(2-methyldeca-2,3-dienyl)-p-toluenesulfonamide | 581075-46-9

• 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: N-(2-methyldeca-2,3-dienyl)-p-toluenesulfonamide
• CAS: 581075-46-9
• 化学式: C₁₈H₂₇NO₂S
• 分子量: 321.484
• InChiKey: ZZRIPCBSCUEAFI-UHFFFAOYSA-N

物化性质

• 沸点：
  448.2±48.0 °C(Predicted)
• 密度：
  1.025±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  22
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(2-methyldeca-2,3-dienyl)-p-toluenesulfonamide 在 silver nitrate 作用下， 以 丙酮 为溶剂， 反应 5.0h， 以96%的产率得到2-hexyl-4-methyl-1-(p-toluenesulfonyl)-2,5-dihydro-1H-pyrrole
  参考文献：
  名称：

  Studies on Pd(II)-Catalyzed Coupling−Cyclization of α- or β-Amino Allenes with Allylic Halides

  摘要：

  The palladium-catalyzed coupling-cyclization of alpha- or beta-amino allenes with allylic halides leading to 3-allylic 2,5-dihydropyrroles and 1,2,3,6-tetrahydropyridines, respectively, was studied. The starting materials are easily available. The skeletons of both two classes of products were established by the X-ray diffraction studies of 7i and 9b. Through the study of the reaction of 2b with 3-chloro-1-butene, 1-chloro-2-butene, and pi-allyl palladium species and the stereochemical outcome of the coupling cyclization of (S)-2m and (R)-2n, it is believed that the current transformation most likely proceeded via a Pd(II)-catalyzed pathway, although a Pd(0) pathway cannot be completely excluded.

  DOI：

  10.1021/jo0342469
• 作为产物：
  描述：

  2-methyldeca-2,3-dien-1-ol 在 吡啶 、 三溴化磷 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 17.0h， 生成 N-(2-methyldeca-2,3-dienyl)-p-toluenesulfonamide 、 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  Studies on Pd(II)-Catalyzed Coupling−Cyclization of α- or β-Amino Allenes with Allylic Halides

  摘要：

  The palladium-catalyzed coupling-cyclization of alpha- or beta-amino allenes with allylic halides leading to 3-allylic 2,5-dihydropyrroles and 1,2,3,6-tetrahydropyridines, respectively, was studied. The starting materials are easily available. The skeletons of both two classes of products were established by the X-ray diffraction studies of 7i and 9b. Through the study of the reaction of 2b with 3-chloro-1-butene, 1-chloro-2-butene, and pi-allyl palladium species and the stereochemical outcome of the coupling cyclization of (S)-2m and (R)-2n, it is believed that the current transformation most likely proceeded via a Pd(II)-catalyzed pathway, although a Pd(0) pathway cannot be completely excluded.

  DOI：

  10.1021/jo0342469

文献信息

• Studies on Pd(II)-Catalyzed Coupling−Cyclization of α- or β-Amino Allenes with Allylic Halides
  作者：Shengming Ma、Fei Yu、Wenzhong Gao

  DOI：10.1021/jo0342469

  日期：2003.7.1

  The palladium-catalyzed coupling-cyclization of alpha- or beta-amino allenes with allylic halides leading to 3-allylic 2,5-dihydropyrroles and 1,2,3,6-tetrahydropyridines, respectively, was studied. The starting materials are easily available. The skeletons of both two classes of products were established by the X-ray diffraction studies of 7i and 9b. Through the study of the reaction of 2b with 3-chloro-1-butene, 1-chloro-2-butene, and pi-allyl palladium species and the stereochemical outcome of the coupling cyclization of (S)-2m and (R)-2n, it is believed that the current transformation most likely proceeded via a Pd(II)-catalyzed pathway, although a Pd(0) pathway cannot be completely excluded.