6-allyl-1-methyl-6,7,8,8a-tetrahydroindolizin-5-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 6-allyl-1-methyl-6,7,8,8a-tetrahydroindolizin-5-one
• 英文别名: 1-methyl-2-prop-2-enyl-6,7,8,8a-tetrahydro-3H-indolizin-5-one
• 化学式: C₁₂H₁₇NO
• 分子量: 191.273
• InChiKey: TXRFUZODDHKTFZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  6-乙氧基哌啶-2-酮 在 双(乙腈)氯化钯(II) 三氟化硼乙醚 、 potassium carbonate 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 5.0h， 生成 6-allyl-1-methyl-6,7,8,8a-tetrahydroindolizin-5-one
  参考文献：
  名称：

  N -Acyliminium ion chemistry and palladium catalysis: a useful combination to obtain bicyclic heterocycles

  摘要：

  By using N-acyliminium ion chemistry, several omega -propadienyllactams and a propadienyloxazolidine were prepared from N-acyliminium ion precursors and propargylsilanes. Treatment of these allene containing lactams and oxazolidinone with allyl halides or an allyl carbonate using Pd(II)-salts as the catalyst gave rise to a coupling-cyclization reaction, yielding bicyclic systems in which the allyl moiety is incorporated. With this methodology several substituted pyrrolizinones, an oxazolone and indolizinone were prepared. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00364-7

文献信息

• N -Acyliminium ion chemistry and palladium catalysis: a useful combination to obtain bicyclic heterocycles
  作者：Willem F.J. Karstens、Dirk Klomp、Floris P.J.T. Rutjes、Henk Hiemstra

  DOI：10.1016/s0040-4020(01)00364-7

  日期：2001.6

  By using N-acyliminium ion chemistry, several omega -propadienyllactams and a propadienyloxazolidine were prepared from N-acyliminium ion precursors and propargylsilanes. Treatment of these allene containing lactams and oxazolidinone with allyl halides or an allyl carbonate using Pd(II)-salts as the catalyst gave rise to a coupling-cyclization reaction, yielding bicyclic systems in which the allyl moiety is incorporated. With this methodology several substituted pyrrolizinones, an oxazolone and indolizinone were prepared. (C) 2001 Elsevier Science Ltd. All rights reserved.