(E)-4-(2-chlorostyryl)-2-oxo-2H-chromene-3-carbonitrile

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: (E)-4-(2-chlorostyryl)-2-oxo-2H-chromene-3-carbonitrile
• 英文别名: 4-[(E)-2-(2-chlorophenyl)ethenyl]-2-oxochromene-3-carbonitrile
• 化学式: C₁₈H₁₀ClNO₂
• 分子量: 307.736
• InChiKey: CVNULHHCOWAIMV-MDZDMXLPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  50.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  当归内酯 、 (E)-4-(2-chlorostyryl)-2-oxo-2H-chromene-3-carbonitrile 在 C₃₁H₃₂N₄O₄ 作用下， 以 二氯甲烷 为溶剂， 反应 120.0h， 以86%的产率得到
  参考文献：
  名称：

  Remote Functionalization of 4‐(Alk‐1‐en‐1‐yl)‐3‐Cyanocoumarins via the Asymmetric Organocatalytic 1,6‐Addition

  摘要：

  AbstractAn organocatalytic 1,6‐addition using 4‐(alk‐1‐en‐1‐yl)‐3‐cyanocoumarins as acceptors has been developed. Dienolates derived from 5‐substituted‐furan‐2(3H)‐ones have been employed as pronucleophiles, therefore, enabling the synthesis of hybrid molecules bearing two biologically relevant units. Appropriate design of substrates and the application of quinine‐derived catalyst resulted in very good site‐selectivity as well as chemical and stereochemical efficiency of the process.magnified image

  DOI：

  10.1002/adsc.202100660
• 作为产物：
  描述：

  3-氰基-4-甲基香豆素 、 2-氯苯甲醛 在 哌啶 、 苯甲酸 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以25%的产率得到(E)-4-(2-chlorostyryl)-2-oxo-2H-chromene-3-carbonitrile
  参考文献：
  名称：

  Remote Functionalization of 4‐(Alk‐1‐en‐1‐yl)‐3‐Cyanocoumarins via the Asymmetric Organocatalytic 1,6‐Addition

  摘要：

  AbstractAn organocatalytic 1,6‐addition using 4‐(alk‐1‐en‐1‐yl)‐3‐cyanocoumarins as acceptors has been developed. Dienolates derived from 5‐substituted‐furan‐2(3H)‐ones have been employed as pronucleophiles, therefore, enabling the synthesis of hybrid molecules bearing two biologically relevant units. Appropriate design of substrates and the application of quinine‐derived catalyst resulted in very good site‐selectivity as well as chemical and stereochemical efficiency of the process.magnified image

  DOI：

  10.1002/adsc.202100660

文献信息

• ALY, FAWZY M.;BEDAIR, AHMED H.;SELIM, MOHAMED R., AFINIDAD, 44,(1987) N 412, 489-491
  作者：ALY, FAWZY M.、BEDAIR, AHMED H.、SELIM, MOHAMED R.

  DOI：——

  日期：——