1-(2-benzothiazolyl)-2-aza-1-phenyl-1,4-pentadiene | 135486-14-5

• 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-(2-benzothiazolyl)-2-aza-1-phenyl-1,4-pentadiene
• 英文别名: 1-(1,3-benzothiazol-2-yl)-1-phenyl-N-prop-2-enylmethanimine
• CAS: 135486-14-5
• 化学式: C₁₇H₁₄N₂S
• 分子量: 278.378
• InChiKey: JKMUQRFUTVNADN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.32
• 重原子数：
  20.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  25.25
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1-(2-benzothiazolyl)-2-aza-1-phenyl-1,4-pentadiene 在 lithium diisopropyl amide 、 碘甲烷 作用下， 生成 2-aza-1-(2-benzothiazolyl)-1-phenyl-2,4-pentadiene 、 2-aza-1-(2-benzothiazolyl)-1-phenyl-1,3-pentadiene
  参考文献：
  名称：

  On the coupling reaction of 1-benzothiazolyl-2-aza-pentadienyl metals with C-electrophiles

  摘要：

  The coupling reaction of 1-benzothiazolyl-2-aza-pentadienyl metals 3 with carbonyl compounds has been investigated. The reaction of 3 with aldehydes leads to alpha and/or gamma-regioisomeric homoallylic alcohols 8, 9 and 10 depending upon the experimental conditions. The coupling of 3 with alpha, beta-unsaturated carbonyl compounds was highly alpha-1, 4-regioselective. The reaction of 3b and 3e with chalcone afforded small amount of pyrrolidine 13, while the coupling of 3b and 3c with 2-cyclopentenone provided mainly pyrrolidines 18a and 18b respectively.

  DOI：

  10.1016/s0040-4020(01)87115-5
• 作为产物：
  描述：

  1,3-苯并噻唑-2-基(苯基)甲醇 在 potassium dichromate 、 硫酸 、 四氯化钛 作用下， 以 水 、 丙酮 、 苯 为溶剂， 反应 5.0h， 生成 1-(2-benzothiazolyl)-2-aza-1-phenyl-1,4-pentadiene
  参考文献：
  名称：

  On the coupling reaction of 1-benzothiazolyl-2-aza-pentadienyl metals with C-electrophiles

  摘要：

  The coupling reaction of 1-benzothiazolyl-2-aza-pentadienyl metals 3 with carbonyl compounds has been investigated. The reaction of 3 with aldehydes leads to alpha and/or gamma-regioisomeric homoallylic alcohols 8, 9 and 10 depending upon the experimental conditions. The coupling of 3 with alpha, beta-unsaturated carbonyl compounds was highly alpha-1, 4-regioselective. The reaction of 3b and 3e with chalcone afforded small amount of pyrrolidine 13, while the coupling of 3b and 3c with 2-cyclopentenone provided mainly pyrrolidines 18a and 18b respectively.

  DOI：

  10.1016/s0040-4020(01)87115-5