1-phenyl-3-(N-phenylamino)-3-(3-pyridyl)propan-1-one

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-phenyl-3-(N-phenylamino)-3-(3-pyridyl)propan-1-one
• 英文别名: 3-phenylamino-1-phenyl-3-(pyridin-3-yl)propan-1-one；3-Anilino-1-phenyl-3-pyridin-3-ylpropan-1-one
• 化学式: C₂₀H₁₈N₂O
• 分子量: 302.376
• InChiKey: IGWPDSBTBGXNAQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  42
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯胺 、 3-azachalcone 反应 2.0h， 生成 1-phenyl-3-(N-phenylamino)-3-(3-pyridyl)propan-1-one
  参考文献：
  名称：

  A magnetic solid sulfonic acid modified with hydrophobic regulators: an efficient recyclable heterogeneous catalyst for one-pot aza-Michael-type and Mannich-type reactions of aldehydes, ketones, and amines

  摘要：

  Two convenient green protocols for the synthesis of 3-amino ketones have been developed which involve one-pot aza-Michael-type and Mannich-type reactions of a series of aldehydes, ketones, and amines in the presence of a catalytic amount of the magnetic solid sulfonic acid catalyst, Fe3O4@SiO2@Me&Et-PhSO3H, at room temperature. The catalyst can be reused four times without loss of activity. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.02.088

文献信息

• An efficient and mild bismuth triflate-catalysed three-component Mannich-type reaction
  作者：Thierry Ollevier、Etienne Nadeau

  DOI：10.1039/b710794c

  日期：——

  In the presence of a catalytic amount of Bi(OTf)(3).4H(2)O, aldehydes together with amines react with silyl enolates to afford the corresponding Mannich-type adducts smoothly. A wide variety of silyl enolates derived from ketones, as well as esters and thioesters, react rapidly to afford the beta-amino ketones or the beta-amino esters in high yields (up to 94%).

  在催化量的Bi（OTf）（3）.4H（2）O的存在下，醛与胺一起与甲硅烷基烯醇酸酯反应，可平稳地提供相应的曼尼希型加合物。多种衍生自酮以及酯和硫代酯的甲硅烷基烯醇化物迅速反应，以高收率（高达94％）提供β-氨基酮或β-氨基酯。