6-ethenyl-1H,2H,3H,4H,6H-benzo[c]chromen-1-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 6-ethenyl-1H,2H,3H,4H,6H-benzo[c]chromen-1-one
• 英文别名: 6-Ethenyl-2,3,4,6-tetrahydrobenzo[c]chromen-1-one；6-ethenyl-2,3,4,6-tetrahydrobenzo[c]chromen-1-one
• 化学式: C₁₅H₁₄O₂
• 分子量: 226.275
• InChiKey: WVVNZHIJCSBLKK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  乙酸烯丙酯 、 3-hydroxy-2-phenylcyclohex-2-en-1-one 在 copper diacetate 、 palladium diacetate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 以55%的产率得到6-ethenyl-1H,2H,3H,4H,6H-benzo[c]chromen-1-one
  参考文献：
  名称：

  Palladium-catalyzed double C–H functionalization of 2-aryl-1,3-dicarbonyl compounds: a facile access to alkenylated benzopyrans

  摘要：

  The present study reports the development of a palladium-catalyzed oxidative annulation/nucleophilic substitution sequence affording a library of alkenylated benzopyrans using 2-aryl-1,3-dicarbonyl compounds and allylic acetate. The process is compatible to a wide range of substrates with good functional group tolerance producing the desired heterocycles in moderate to good yields. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2016.04.089

文献信息

• Palladium-catalyzed double C–H functionalization of 2-aryl-1,3-dicarbonyl compounds: a facile access to alkenylated benzopyrans
  作者：Subrahmanyam Choppakatla、Aravind Kumar Dachepally、Hari Babu Bollikolla

  DOI：10.1016/j.tetlet.2016.04.089

  日期：2016.6

  The present study reports the development of a palladium-catalyzed oxidative annulation/nucleophilic substitution sequence affording a library of alkenylated benzopyrans using 2-aryl-1,3-dicarbonyl compounds and allylic acetate. The process is compatible to a wide range of substrates with good functional group tolerance producing the desired heterocycles in moderate to good yields. (C) 2016 Elsevier Ltd. All rights reserved.