1-(4-pyridinyl)-5-hexen-1-one | 1134563-95-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4-pyridinyl)-5-hexen-1-one
• 英文别名: 1-Pyridin-4-ylhex-5-en-1-one
• CAS: 1134563-95-3
• 化学式: C₁₁H₁₃NO
• 分子量: 175.23
• InChiKey: RNSZICMXKCJFOL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  30
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(4-pyridinyl)-5-hexen-1-one 、 氯磷酸二乙酯 在 盐酸羟胺 、 sodium acetate 、 sodium hydride 作用下， 以 甲醇 、 四氢呋喃 为溶剂， 反应 6.0h， 生成 1-(4-pyridinyl)-5-hexen-1-one O-diethoxyphosphinyloxime 、 1-(4-pyridinyl)-5-hexen-1-one O-diethoxyphosphinyloxime
  参考文献：
  名称：

  Studies on the Amino-Heck Reactions of Unsaturated Ketones O-Phosphinyloximes for the Preparation of Substituted Pyridines

  摘要：

  The amino-Heck cyclization process has been applied into a range of gamma,delta-unsaturated ketone O-diethylphosphinyloximes 1 and delta,epsilon-unsaturated ketone O-diethylphosphinyloximes 7. Under the specific catalytic conditions developed by us, these substrates were found to preferentially undergo the 6-endo cyclization to give the formation of 2-substituted pyridines 3 and substituted methylpyridines 8, respectively, in moderate to good yields. Besides, several interesting aspects on the effects of phosphinyl groups, solvents, bases and molecular sieves on the regioselectivity of the cyclization of 1 have also been realized.

  DOI：

  10.3987/com-08-11508
• 作为产物：
  描述：

  1-Pyridin-4-ylhex-5-en-1-ol 在 重铬酸吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 生成 1-(4-pyridinyl)-5-hexen-1-one
  参考文献：
  名称：

  Studies on the Amino-Heck Reactions of Unsaturated Ketones O-Phosphinyloximes for the Preparation of Substituted Pyridines

  摘要：

  The amino-Heck cyclization process has been applied into a range of gamma,delta-unsaturated ketone O-diethylphosphinyloximes 1 and delta,epsilon-unsaturated ketone O-diethylphosphinyloximes 7. Under the specific catalytic conditions developed by us, these substrates were found to preferentially undergo the 6-endo cyclization to give the formation of 2-substituted pyridines 3 and substituted methylpyridines 8, respectively, in moderate to good yields. Besides, several interesting aspects on the effects of phosphinyl groups, solvents, bases and molecular sieves on the regioselectivity of the cyclization of 1 have also been realized.

  DOI：

  10.3987/com-08-11508

文献信息

• Studies on the Amino-Heck Reactions of Unsaturated Ketones O-Phosphinyloximes for the Preparation of Substituted Pyridines
  作者：Jia-Liang Zhu、Yi-Lin Su、Yu-Hui Chang、I-Chia Chen、Chuan-Chen Liao

  DOI：10.3987/com-08-11508

  日期：——

  The amino-Heck cyclization process has been applied into a range of gamma,delta-unsaturated ketone O-diethylphosphinyloximes 1 and delta,epsilon-unsaturated ketone O-diethylphosphinyloximes 7. Under the specific catalytic conditions developed by us, these substrates were found to preferentially undergo the 6-endo cyclization to give the formation of 2-substituted pyridines 3 and substituted methylpyridines 8, respectively, in moderate to good yields. Besides, several interesting aspects on the effects of phosphinyl groups, solvents, bases and molecular sieves on the regioselectivity of the cyclization of 1 have also been realized.