N-(1-(4-methoxyphenyl)-2-oxo-3-phenylpropyl)pyridine-2-sulfonamide | 1346951-27-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: N-(1-(4-methoxyphenyl)-2-oxo-3-phenylpropyl)pyridine-2-sulfonamide
• 英文别名: N-[1-(4-methoxyphenyl)-2-oxo-3-phenylpropyl]pyridine-2-sulfonamide
• CAS: 1346951-27-6
• 化学式: C₂₁H₂₀N₂O₄S
• 分子量: 396.467
• InChiKey: HWTGSXVMUVLTHV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  93.7
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (E)-N-(1-(4-methoxyphenyl)-3-phenyl-2-(4,4,5,5-tetramethyl-1,3,2- dioxaborolan-2-yl)allyl)pyridine-2-sulfonamide 在 sodium perborate monohydrate 作用下， 以 四氢呋喃 、 水 为溶剂， 以98%的产率得到N-(1-(4-methoxyphenyl)-2-oxo-3-phenylpropyl)pyridine-2-sulfonamide
  参考文献：
  名称：

  Stereoselective Vinylation of Aryl N-(2-Pyridylsulfonyl) Aldimines with 1-Alkenyl-1,1-heterobimetallic Reagents

  摘要：

  Vinylation of aryl N-(2-pyridylsulfonyl) aldimines with versatile 1-alkenyl-1,1-borozinc heterobimetallic reagents is disclosed. In situ hydroboration of air-stable B(pin)-alkynes followed by chemoselective transmetalation with dimethylzinc and addition to aldimines provides B(pin)-substituted allylic amines in 53-93% yield in a one-pot procedure. The addition step can be followed by either B-C bond oxidation to provide alpha-amino ketones (71-98% yield) or Suzuki cross-coupling to furnish trisubstituted 2-arylated (E)-allylic amines (51-73% yield).

  DOI：

  10.1021/ol202766g

文献信息

• Stereoselective Vinylation of Aryl <i>N</i>-(2-Pyridylsulfonyl) Aldimines with 1-Alkenyl-1,1-heterobimetallic Reagents
  作者：Nusrah Hussain、Mahmud M. Hussain、Muhammed Ziauddin、Plengchat Triyawatanyu、Patrick J. Walsh

  DOI：10.1021/ol202766g

  日期：2011.12.16

  Vinylation of aryl N-(2-pyridylsulfonyl) aldimines with versatile 1-alkenyl-1,1-borozinc heterobimetallic reagents is disclosed. In situ hydroboration of air-stable B(pin)-alkynes followed by chemoselective transmetalation with dimethylzinc and addition to aldimines provides B(pin)-substituted allylic amines in 53-93% yield in a one-pot procedure. The addition step can be followed by either B-C bond oxidation to provide alpha-amino ketones (71-98% yield) or Suzuki cross-coupling to furnish trisubstituted 2-arylated (E)-allylic amines (51-73% yield).