3-acetyl-4-cyclopropyl-1-(4-methylphenyl)sulfonyl-2H-pyrrol-5-one | 1437788-03-8

• 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: 3-acetyl-4-cyclopropyl-1-(4-methylphenyl)sulfonyl-2H-pyrrol-5-one
• CAS: 1437788-03-8
• 化学式: C₁₆H₁₇NO₄S
• 分子量: 319.381
• InChiKey: NXQNOGIRQZUNPU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  79.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-(but-2-yn-1-yl)-N-(cyclopropylethynyl)-4-methylbenzenesulfonamide 在 di(rhodium)tetracarbonyl dichloride 、 3,5-二氯吡啶 N-氧化物 、 三(1,1,1,3,3,3-六氟-2-丙基)亚磷酸 作用下， 以 1,4-二氧六环 为溶剂， 以54%的产率得到3-acetyl-4-cyclopropyl-1-(4-methylphenyl)sulfonyl-2H-pyrrol-5-one
  参考文献：
  名称：

  Generation of Rhodium(I) Carbenes from Ynamides and Their Reactions with Alkynes and Alkenes

  摘要：

  Rh(I) carbenes were conveniently generated from readily available ynamides. These metal carbene intermediates could undergo metathesis with electron-rich or neutral alkynes to afford 2-oxopyrrolidines or be trapped by tethered alkenes to yield 3-azabicyclo[3.1.0]-hexanes, a common skeleton in numerous bioactive pharmaceuticals. Although the scope of the former is limited, the latter reaction tolerates various substituted alkenes.

  DOI：

  10.1021/ja4047069

文献信息

• Generation of Rhodium(I) Carbenes from Ynamides and Their Reactions with Alkynes and Alkenes
  作者：Renhe Liu、Gabrielle N. Winston-McPherson、Zhong-Yue Yang、Xin Zhou、Wangze Song、Ilia A. Guzei、Xiufang Xu、Weiping Tang

  DOI：10.1021/ja4047069

  日期：2013.6.5

  Rh(I) carbenes were conveniently generated from readily available ynamides. These metal carbene intermediates could undergo metathesis with electron-rich or neutral alkynes to afford 2-oxopyrrolidines or be trapped by tethered alkenes to yield 3-azabicyclo[3.1.0]-hexanes, a common skeleton in numerous bioactive pharmaceuticals. Although the scope of the former is limited, the latter reaction tolerates various substituted alkenes.