4-[But-3-enyl-(toluene-4-sulfonyl)-amino]-N,N-dimethyl-3-oxo-butyramide | 871123-32-9

• 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: 4-[But-3-enyl-(toluene-4-sulfonyl)-amino]-N,N-dimethyl-3-oxo-butyramide
• 英文别名: 4-[but-3-enyl-(4-methylphenyl)sulfonylamino]-N,N-dimethyl-3-oxobutanamide
• CAS: 871123-32-9
• 化学式: C₁₇H₂₄N₂O₄S
• 分子量: 352.455
• InChiKey: UFEACMIUEYLNFW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  83.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-[But-3-enyl-(toluene-4-sulfonyl)-amino]-N,N-dimethyl-3-oxo-butyramide 在 双(乙腈)氯化钯(II) 氧气 、 ytterbium(III) triflate 作用下， 以 四氢呋喃 为溶剂， 20.0 ℃ 、101.32 kPa 条件下， 反应 13.0h， 以91%的产率得到N,N,4-trimethyl-1-(4-methylphenyl)sulfonyl-6-oxo-3,7-dihydro-2H-azepine-5-carboxamide
  参考文献：
  名称：

  Aerobic Oxidative Cyclization under Pd(II) Catalysis:  A Regioselective Approach to Heterocycles

  摘要：

  An efficient Yb(OTf)(3)-promoted palladium-catalyzed oxidative cyclization of gamma-heteroalkenyl beta-keto amides has been developed. Under simple aerobic condition, a variety of six-, seven-, and eight-membered-ring N- and O-heterocycles were obtained regioselectively in excellent yield.

  DOI：

  10.1021/ol052529c
• 作为产物：
  描述：

  对甲苯磺酰甘氨酸甲酯 在 potassium carbonate 、 potassium iodide 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 生成 4-[But-3-enyl-(toluene-4-sulfonyl)-amino]-N,N-dimethyl-3-oxo-butyramide
  参考文献：
  名称：

  Aerobic Oxidative Cyclization under Pd(II) Catalysis:  A Regioselective Approach to Heterocycles

  摘要：

  An efficient Yb(OTf)(3)-promoted palladium-catalyzed oxidative cyclization of gamma-heteroalkenyl beta-keto amides has been developed. Under simple aerobic condition, a variety of six-, seven-, and eight-membered-ring N- and O-heterocycles were obtained regioselectively in excellent yield.

  DOI：

  10.1021/ol052529c

文献信息

• Aerobic Oxidative Cyclization under Pd(II) Catalysis:  A Regioselective Approach to Heterocycles
  作者：Kai-Tai Yip、Jin-Heng Li、On-Yi Lee、Dan Yang

  DOI：10.1021/ol052529c

  日期：2005.12.1

  An efficient Yb(OTf)(3)-promoted palladium-catalyzed oxidative cyclization of gamma-heteroalkenyl beta-keto amides has been developed. Under simple aerobic condition, a variety of six-, seven-, and eight-membered-ring N- and O-heterocycles were obtained regioselectively in excellent yield.