6,6-dimethyl-3-phenyl-5,6-dihydo-4H-1,2-oxazine | 1024596-50-6

• 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: 6,6-dimethyl-3-phenyl-5,6-dihydo-4H-1,2-oxazine
• 英文别名: 6,6-Dimethyl-3-phenyl-5,6-dihydro-4H-1,2-oxazine；6,6-dimethyl-3-phenyl-4,5-dihydrooxazine
• CAS: 1024596-50-6
• 化学式: C₁₂H₁₅NO
• 分子量: 189.257
• InChiKey: HZBFETZKSZJVPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  21.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-甲基-1-苯基戊-4-烯-1-酮肟 在 aluminium(III) triflate 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以81%的产率得到6,6-dimethyl-3-phenyl-5,6-dihydo-4H-1,2-oxazine
  参考文献：
  名称：

  Aluminium triflate-catalysed regioselective cycloisomerisation of non-activated unsaturated oximes

  摘要：

  A novel cycloisomerisation of oximes bearing non-activated C-C double bonds occurs in an Al(III)-catalysed reaction. This process leads to 5-,6- and 7-membered ring oxygen and nitrogen-containing heterocycles in good yields. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.02.070

文献信息

• New aspects of nitrosation of arylcyclopropanes: nitrosation of phenylcyclopropanes with bulky alkyl substituents in the small ring
  作者：O. B. Bondarenko、A. Yu. Gavrilova、L. G. Saginova、N. V. Zyk、N. S. Zefirov

  DOI：10.1007/s10593-009-0184-z

  日期：2008.10

  It has been shown for the first time that nitrosation of phenylcyclopropanes with bulky alkyl substituents in the small ring proceeds predominantly with attack of the nitrosonium cation on the benzyl carbon atom of the cyclopropane ring with intermediate formation of an alkyl carbocation. In addition to isoxazolines, 1,2-oxazines and Delta(1)-pyrroline N-oxide are formed, formation of the latter is preceded by skeletal rearrangement.
• Aluminium triflate-catalysed regioselective cycloisomerisation of non-activated unsaturated oximes
  作者：Xavier Chaminade、Shunsuke Chiba、Koichi Narasaka、Elisabet Dunach

  DOI：10.1016/j.tetlet.2008.02.070

  日期：2008.4

  A novel cycloisomerisation of oximes bearing non-activated C-C double bonds occurs in an Al(III)-catalysed reaction. This process leads to 5-,6- and 7-membered ring oxygen and nitrogen-containing heterocycles in good yields. (C) 2008 Elsevier Ltd. All rights reserved.