(E)-1-(4-methoxyphenyl)-3-(6-phenoxypyridin-3-yl)prop-2-en-1-one | 1024592-20-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E)-1-(4-methoxyphenyl)-3-(6-phenoxypyridin-3-yl)prop-2-en-1-one
• CAS: 1024592-20-8
• 化学式: C₂₁H₁₇NO₃
• 分子量: 331.371
• InChiKey: NLVDZVLAIBFBGL-NTUHNPAUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  48.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-(4-甲氧基苯基)-3-二甲氨基-1-丙酮盐酸盐 、 5-碘-2-苯氧基吡啶 在 palladium diacetate 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以45%的产率得到(E)-1-(4-methoxyphenyl)-3-(6-phenoxypyridin-3-yl)prop-2-en-1-one
  参考文献：
  名称：

  A new Heck reaction modification using ketone Mannich bases as enone precursors: Parallel synthesis of anti-leishmanial chalcones

  摘要：

  A new Heck-type reaction for the synthesis of chalcones has been established using Mannich bases as enone precursors. The novel reaction proceeds rapidly in air atmosphere under ligandless conditions and can be adapted for library synthesis in a parallel reactor station. Screening of the synthesized chalcones revealed N-{4-[(1E)-3-oxo-3-(3-pyridinyl)-1-propenyl]phenyl} benzamide (3f) to be a potent anti-leishmanial agent. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.01.112

文献信息

• A new Heck reaction modification using ketone Mannich bases as enone precursors: Parallel synthesis of anti-leishmanial chalcones
  作者：Christina Reichwald、Orly Shimony、Nina Sacerdoti-Sierra、Charles L. Jaffe、Conrad Kunick

  DOI：10.1016/j.bmcl.2008.01.112

  日期：2008.3

  A new Heck-type reaction for the synthesis of chalcones has been established using Mannich bases as enone precursors. The novel reaction proceeds rapidly in air atmosphere under ligandless conditions and can be adapted for library synthesis in a parallel reactor station. Screening of the synthesized chalcones revealed N-4-[(1E)-3-oxo-3-(3-pyridinyl)-1-propenyl]phenyl} benzamide (3f) to be a potent anti-leishmanial agent. (C) 2008 Elsevier Ltd. All rights reserved.