N-[2-(prop-1-ynyl)phenyl]-2-(pyridin-4-yl)propanamide | 873112-53-9

• 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: N-[2-(prop-1-ynyl)phenyl]-2-(pyridin-4-yl)propanamide
• 英文别名: N-(2-prop-1-ynylphenyl)-2-pyridin-4-ylpropanamide
• CAS: 873112-53-9
• 化学式: C₁₇H₁₆N₂O
• 分子量: 264.327
• InChiKey: ZYPSBFNPJQXPCN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  42
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-[2-(prop-1-ynyl)phenyl]-2-(pyridin-4-yl)propanamide 在 三乙基硼 、 三正丁基氢锡 、 potassium tri-sec-butyl-borohydride 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 72.0h， 生成 椭圆玫瑰树碱
  参考文献：
  名称：

  Synthesis of Ellipticine:  A Radical Cascade Protocol to Aryl- and Heteroaryl-Annulated[b]carbazoles

  摘要：

  Imidoyl selanides, synthesized from amides, have been used as radical precursors of imidoyl radicals in cascade reactions. The novel radical cascade has been developed for the simple synthesis of the medicinally important aryl-annulated[b]-carbazoles. The protocol has been exemplified with the high-yielding total synthesis of the anticancer alkaloid ellipticine.

  DOI：

  10.1021/jo0519920
• 作为产物：
  描述：

  ethyl 2-(pyridin-4-yl)propanoate 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三甲基铝 、 三乙胺 作用下， 以 正己烷 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 72.5h， 生成 N-[2-(prop-1-ynyl)phenyl]-2-(pyridin-4-yl)propanamide
  参考文献：
  名称：

  Synthesis of Ellipticine:  A Radical Cascade Protocol to Aryl- and Heteroaryl-Annulated[b]carbazoles

  摘要：

  Imidoyl selanides, synthesized from amides, have been used as radical precursors of imidoyl radicals in cascade reactions. The novel radical cascade has been developed for the simple synthesis of the medicinally important aryl-annulated[b]-carbazoles. The protocol has been exemplified with the high-yielding total synthesis of the anticancer alkaloid ellipticine.

  DOI：

  10.1021/jo0519920

文献信息

• Synthesis of Ellipticine:  A Radical Cascade Protocol to Aryl- and Heteroaryl-Annulated[<i>b</i>]carbazoles
  作者：Jan M. Pedersen、W. Russell Bowman、Mark R. J. Elsegood、Anthony J. Fletcher、Peter J. Lovell

  DOI：10.1021/jo0519920

  日期：2005.12.1

  Imidoyl selanides, synthesized from amides, have been used as radical precursors of imidoyl radicals in cascade reactions. The novel radical cascade has been developed for the simple synthesis of the medicinally important aryl-annulated[b]-carbazoles. The protocol has been exemplified with the high-yielding total synthesis of the anticancer alkaloid ellipticine.