Naphthalene-2-sulfonic acid (2-oxo-2-phenyl-ethyl)-amide | 874812-79-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: Naphthalene-2-sulfonic acid (2-oxo-2-phenyl-ethyl)-amide
• 英文别名: N-(2-oxo-2-phenylethyl)naphthalene-2-sulfonamide；N-phenacylnaphthalene-2-sulfonamide
• CAS: 874812-79-0
• 化学式: C₁₈H₁₅NO₃S
• 分子量: 325.388
• InChiKey: ZVGSMMBQCIHOJW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  71.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-(naphthalen-2-ylsulfonyl)-4-phenyl-1H-1,2,3-triazole 在 辛酸铑 、 水 作用下， 以 氯仿 为溶剂， 反应 0.25h， 以90%的产率得到Naphthalene-2-sulfonic acid (2-oxo-2-phenyl-ethyl)-amide
  参考文献：
  名称：

  Synthesis of α-Amino Ketones from Terminal Alkynes via Rhodium-Catalyzed Denitrogenative Hydration of N-Sulfonyl-1,2,3-triazoles

  摘要：

  N-Sulfonyl-1,2,3-triazoles react with water in the presence of a rhodium catalyst to produce alpha-amino ketones in high yield. An intermediary alpha-imino rhodium(II) carbenoid undergoes insertion into the O-H bond of water. This transformation formally achieves 1,2-aminohydroxylation of terminal alkynes in a regioselective fashion when combined with the copper(I)-catalyzed 1,3-dipolar cycloaddition with N-sulfonyl azides.

  DOI：

  10.1021/ja2104203

文献信息

• Discovery of N-(2-oxoethyl) sulfanilamide-derived inhibitors of KAT6A (MOZ) against leukemia by an isostere strategy
  作者：Yongtao Duan、Yabiao Zhao、Zhenzhen Li、Zhenling Liu、Mingzhu Wang、Xuan Wang、Moran Sun、Chuanjun Song、Yongfang Yao

  DOI：10.1016/j.ejmech.2023.115770

  日期：2023.11
• Synthesis of α-Amino Ketones from Terminal Alkynes via Rhodium-Catalyzed Denitrogenative Hydration of <i>N</i>-Sulfonyl-1,2,3-triazoles
  作者：Tomoya Miura、Tsuneaki Biyajima、Tetsuji Fujii、Masahiro Murakami

  DOI：10.1021/ja2104203

  日期：2012.1.11

  N-Sulfonyl-1,2,3-triazoles react with water in the presence of a rhodium catalyst to produce alpha-amino ketones in high yield. An intermediary alpha-imino rhodium(II) carbenoid undergoes insertion into the O-H bond of water. This transformation formally achieves 1,2-aminohydroxylation of terminal alkynes in a regioselective fashion when combined with the copper(I)-catalyzed 1,3-dipolar cycloaddition with N-sulfonyl azides.