1-(N-benzyl-N-methylamino)-2,2-dichloro-1-(1-phenyl-[1E]-propen-2-yl)cyclopropane | 1437716-09-0

• 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: 1-(N-benzyl-N-methylamino)-2,2-dichloro-1-(1-phenyl-[1E]-propen-2-yl)cyclopropane
• 英文别名: N-benzyl-2,2-dichloro-N-methyl-1-[(E)-1-phenylprop-1-en-2-yl]cyclopropan-1-amine
• CAS: 1437716-09-0
• 化学式: C₂₀H₂₁Cl₂N
• 分子量: 346.299
• InChiKey: CSPQKBQSKUHJGV-DTQAZKPQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(N-benzyl-N-methylamino)-2,2-dichloro-1-(1-phenyl-[1E]-propen-2-yl)cyclopropane 、 双三氟甲烷磺酰亚胺银盐 以 乙腈 为溶剂， 反应 5.0h， 生成 、
  参考文献：
  名称：

  Nazarov Reactions of Vinyl Cyclopropylamines: An Approach to the Imino-Nazarov Problem

  摘要：

  Dichlorocyclopropanation of 2-amino-1,3-dienes affords 1-alkenyl-1-amino-2,2-dichlorocyclopropanes which undergo silver-assisted 2-pi electrocyclic opening to furnish 3-aminopentadienyl cations. Nazarov-type cyclization of these intermediates leads to cyclopentenone iminium salts, which provide allylic amines upon reduction. This process, the imino version of the traditional Nazarov reaction, can also be combined with an interrupted Nazarov domino process to give polycyclic amines.

  DOI：

  10.1021/ol4012663
• 作为产物：
  描述：

  N-甲基苄胺 在 苄基三乙基氯化铵 、 三乙胺 、 mercury(II) oxide 、 sodium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 22.58h， 生成 1-(N-benzyl-N-methylamino)-2,2-dichloro-1-(1-phenyl-[1E]-propen-2-yl)cyclopropane
  参考文献：
  名称：

  Nazarov Reactions of Vinyl Cyclopropylamines: An Approach to the Imino-Nazarov Problem

  摘要：

  Dichlorocyclopropanation of 2-amino-1,3-dienes affords 1-alkenyl-1-amino-2,2-dichlorocyclopropanes which undergo silver-assisted 2-pi electrocyclic opening to furnish 3-aminopentadienyl cations. Nazarov-type cyclization of these intermediates leads to cyclopentenone iminium salts, which provide allylic amines upon reduction. This process, the imino version of the traditional Nazarov reaction, can also be combined with an interrupted Nazarov domino process to give polycyclic amines.

  DOI：

  10.1021/ol4012663

文献信息

• Nazarov Reactions of Vinyl Cyclopropylamines: An Approach to the Imino-Nazarov Problem
  作者：Sara A. Bonderoff、Tina N. Grant、F. G. West、Martin Tremblay

  DOI：10.1021/ol4012663

  日期：2013.6.7

  Dichlorocyclopropanation of 2-amino-1,3-dienes affords 1-alkenyl-1-amino-2,2-dichlorocyclopropanes which undergo silver-assisted 2-pi electrocyclic opening to furnish 3-aminopentadienyl cations. Nazarov-type cyclization of these intermediates leads to cyclopentenone iminium salts, which provide allylic amines upon reduction. This process, the imino version of the traditional Nazarov reaction, can also be combined with an interrupted Nazarov domino process to give polycyclic amines.