6-chloro-3-(furan-2-yl)-1,2-dimethylquinolin-4(1H)-one | 1257665-87-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 6-chloro-3-(furan-2-yl)-1,2-dimethylquinolin-4(1H)-one
• 英文别名: 6-Chloro-3-(furan-2-yl)-1,2-dimethylquinolin-4-one
• CAS: 1257665-87-4
• 化学式: C₁₅H₁₂ClNO₂
• 分子量: 273.719
• InChiKey: LFQRFCBGELKOAL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  33.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  zinc(II) cyanide 、 6-chloro-3-(furan-2-yl)-1,2-dimethylquinolin-4(1H)-one 在 1,1'-双(二苯基膦)二茂铁 、 tris-(dibenzylideneacetone)dipalladium(0) 、 锌 作用下， 以 2,4-滴二甲胺盐 为溶剂， 反应 23.0h， 以91%的产率得到3-(furan-2-yl)-1,2-dimethyl-4-oxo-1,4-dihydroquinoline-6-carbonitrile
  参考文献：
  名称：

  Divergent Route to Access Structurally Diverse 4-Quinolones via Mono or Sequential Cross-Couplings

  摘要：

  A divergent route was developed to access 3-iodo- and 6-chloro-3-iodo-4(1H)-quinolones for further elaboration via mono and/or sequential Suzuki-Miyaura cross-coupling to generate novel and medicinally important 4(1H)-quinolones. Copper- and palladium-catalyzed cyanations were used to functionalize the 4-quinolone core further.

  DOI：

  10.1021/jo1014504
• 作为产物：
  描述：

  6-chloro-3-iodo-2-methylquinolin-4(1H)-one 在 2-双环己基膦-2',6'-二甲氧基联苯 、 potassium phosphate 、 tris-(dibenzylideneacetone)dipalladium(0) 、 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.5h， 生成 6-chloro-3-(furan-2-yl)-1,2-dimethylquinolin-4(1H)-one
  参考文献：
  名称：

  Divergent Route to Access Structurally Diverse 4-Quinolones via Mono or Sequential Cross-Couplings

  摘要：

  A divergent route was developed to access 3-iodo- and 6-chloro-3-iodo-4(1H)-quinolones for further elaboration via mono and/or sequential Suzuki-Miyaura cross-coupling to generate novel and medicinally important 4(1H)-quinolones. Copper- and palladium-catalyzed cyanations were used to functionalize the 4-quinolone core further.

  DOI：

  10.1021/jo1014504

文献信息

• Divergent Route to Access Structurally Diverse 4-Quinolones via Mono or Sequential Cross-Couplings
  作者：R. Matthew Cross、Roman Manetsch

  DOI：10.1021/jo1014504

  日期：2010.12.17

  A divergent route was developed to access 3-iodo- and 6-chloro-3-iodo-4(1H)-quinolones for further elaboration via mono and/or sequential Suzuki-Miyaura cross-coupling to generate novel and medicinally important 4(1H)-quinolones. Copper- and palladium-catalyzed cyanations were used to functionalize the 4-quinolone core further.