7-(2-oxo-2-phenylethyl)dihydropyrrolo[1,2-c]oxazole-3,6(1H,5H)-dione | 1310823-61-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 7-(2-oxo-2-phenylethyl)dihydropyrrolo[1,2-c]oxazole-3,6(1H,5H)-dione
• CAS: 1310823-61-0
• 化学式: C₁₄H₁₃NO₄
• 分子量: 259.262
• InChiKey: SATLONQPMDXLFA-UHFFFAOYSA-N

物化性质

• 沸点：
  529.6±43.0 °C(Predicted)
• 密度：
  1.37±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

反应信息

• 作为反应物：
  描述：

  7-(2-oxo-2-phenylethyl)dihydropyrrolo[1,2-c]oxazole-3,6(1H,5H)-dione 在 ammonium acetate 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 反应 0.25h， 以99%的产率得到2-phenyl-3b,4-dihydro-1H-pyrrolo[3',2':3,4]pyrrolo[1,2-c]oxazol-6(8H)-one
  参考文献：
  名称：

  Enone–Alkyne Reductive Coupling: A Versatile Entry to Substituted Pyrroles

  摘要：

  The reductive coupling of enones or enals with alkynes, followed by olefin oxidative cleavage and Paal-Knorr cyclization, provides a versatile entry to a variety of pyrrole frameworks. A number of limitations of alternate entries to the requisite 1,4-dicarbonyl intermediate are avoided. Classes of pyrroles that are accessible by this approach include 2,3-, 2,4-, 1,2,3-, 1,2,4-, 2,3,5-, and 1,2,3,5-substituted monocyclic pyrroles as well as a number of fused-ring polycyclic derivatives.

  DOI：

  10.1021/ol201133n
• 作为产物：
  描述：

  (E)-6-ethylidene-7-(2-oxo-2-phenylethyl)tetrahydropyrrolo[1,2-c]oxazol-3(1H)-one 在 臭氧 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 以64%的产率得到7-(2-oxo-2-phenylethyl)dihydropyrrolo[1,2-c]oxazole-3,6(1H,5H)-dione
  参考文献：
  名称：

  Enone–Alkyne Reductive Coupling: A Versatile Entry to Substituted Pyrroles

  摘要：

  The reductive coupling of enones or enals with alkynes, followed by olefin oxidative cleavage and Paal-Knorr cyclization, provides a versatile entry to a variety of pyrrole frameworks. A number of limitations of alternate entries to the requisite 1,4-dicarbonyl intermediate are avoided. Classes of pyrroles that are accessible by this approach include 2,3-, 2,4-, 1,2,3-, 1,2,4-, 2,3,5-, and 1,2,3,5-substituted monocyclic pyrroles as well as a number of fused-ring polycyclic derivatives.

  DOI：

  10.1021/ol201133n