(E)-1-[2-[2-(cyclohexen-1-yl)ethynyl]phenyl]-N-prop-2-enoxyethanimine | 1159003-54-9

• 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: (E)-1-[2-[2-(cyclohexen-1-yl)ethynyl]phenyl]-N-prop-2-enoxyethanimine
• CAS: 1159003-54-9
• 化学式: C₁₉H₂₁NO
• 分子量: 279.382
• InChiKey: KSLKEAMOOPGWCM-CAPFRKAQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  21.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-1-[2-[2-(cyclohexen-1-yl)ethynyl]phenyl]-N-prop-2-enoxyethanimine 在 三氟甲磺酸 、 silver trifluoromethanesulfonate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 0.5h， 以92%的产率得到3-(cyclohex-1-en-1-yl)-1-methylisoquinoline
  参考文献：
  名称：

  AgOTf and TfOH co-catalyzed isoquinoline synthesis via redox reactions of O-alkyl oximes

  摘要：

  Under AgOTf and Bronsted acid co-catalysis, O-alkyl o-alkynylbenzaldoxime derivatives undergo a cyclization-induced N-O cleavage to produce isoquinolines with the simultaneous oxidation of O-alkyl group. This redox-based method provides a general access to diverse isoquinoline-derived heterocycles that are simple, efficient, and tolerant of various functional groups from readily available and hydrolytically stable oxime precursors. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.02.144

文献信息

• AgOTf and TfOH co-catalyzed isoquinoline synthesis via redox reactions of O-alkyl oximes
  作者：Soojin Hwang、Youngun Lee、Phil Ho Lee、Seunghoon Shin

  DOI：10.1016/j.tetlet.2009.02.144

  日期：2009.5

  Under AgOTf and Bronsted acid co-catalysis, O-alkyl o-alkynylbenzaldoxime derivatives undergo a cyclization-induced N-O cleavage to produce isoquinolines with the simultaneous oxidation of O-alkyl group. This redox-based method provides a general access to diverse isoquinoline-derived heterocycles that are simple, efficient, and tolerant of various functional groups from readily available and hydrolytically stable oxime precursors. (C) 2009 Elsevier Ltd. All rights reserved.