(E)-2-(3-ethylidenechroman-4-yl)-1-phenylethanone | 1310823-57-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E)-2-(3-ethylidenechroman-4-yl)-1-phenylethanone
• CAS: 1310823-57-4
• 化学式: C₁₉H₁₈O₂
• 分子量: 278.351
• InChiKey: WRCBQEUEZWSHTL-VVHNFQOZSA-N

反应信息

• 作为反应物：
  描述：

  (E)-2-(3-ethylidenechroman-4-yl)-1-phenylethanone 在 臭氧 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 以62%的产率得到4-(2-oxo-2-phenylethyl)chroman-3-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)-1-phenyl-3-(2-(prop-2-yn-1-yloxy)phenyl)prop-2-en-1-one 、 Dimethylzinc 在 bis(1,5-cyclooctadiene)nickel (0) 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 0.17h， 以51%的产率得到(E)-2-(3-ethylidenechroman-4-yl)-1-phenylethanone
  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