N-allyl-N-2,3-decadienyl-4-methylbenzenesulfonamide | 581075-70-9

• 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-allyl-N-2,3-decadienyl-4-methylbenzenesulfonamide
• 英文别名: N-allyl-N-deca-2,3-dienyl-p-toluenesulfonamide
• CAS: 581075-70-9
• 化学式: C₂₀H₂₉NO₂S
• 分子量: 347.522
• InChiKey: LUQZQBQJDQQDGP-UHFFFAOYSA-N

物化性质

• 沸点：
  464.4±55.0 °C(Predicted)
• 密度：
  1.021±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  24
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 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：

  N-allyl-N-2,3-decadienyl-4-methylbenzenesulfonamide 在 di(rhodium)tetracarbonyl dichloride 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 4.0h， 以62%的产率得到4-heptylidene-1-(4-methylbenzenesulfonyl)-2,3,4,5-tetrahydro-1-azepine
  参考文献：
  名称：

  Rhodium(I)-Catalyzed Ene-Allene Carbocyclization Strategy for the Formation of Azepines and Oxepines

  摘要：

  A novel strategy for the preparation of seven-membered heterocyclic compounds has been realized. Treatment of ene-allene 1 with a catalytic quantity of rhodium biscarbonyl chloride dimer affords the cyclization product 2 in moderate to high yields. The scope and limitations of this new method are currently under investigation, and the results obtained to date are discussed within.

  DOI：

  10.1021/ol049390a
• 作为产物：
  描述：

  1-Bromo-deca-2,3-diene 在 potassium carbonate 、 palladium dichloride 作用下， 以 N,N-二甲基乙酰胺 、 丙酮 为溶剂， 反应 19.5h， 生成 N-allyl-N-2,3-decadienyl-4-methylbenzenesulfonamide
  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.
• Rhodium(I)-Catalyzed Ene-Allene Carbocyclization Strategy for the Formation of Azepines and Oxepines
  作者：Kay M. Brummond、Hongfeng Chen、Branko Mitasev、Anthony D. Casarez

  DOI：10.1021/ol049390a

  日期：2004.6.1

  A novel strategy for the preparation of seven-membered heterocyclic compounds has been realized. Treatment of ene-allene 1 with a catalytic quantity of rhodium biscarbonyl chloride dimer affords the cyclization product 2 in moderate to high yields. The scope and limitations of this new method are currently under investigation, and the results obtained to date are discussed within.