4''-fluoro-3'-methyl-5'-pyrrolidin-1-yl-[1,1';2',1'']terphenyl-4'-carbonitrile

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4''-fluoro-3'-methyl-5'-pyrrolidin-1-yl-[1,1';2',1'']terphenyl-4'-carbonitrile
• 英文别名: 3-(4-Fluorophenyl)-2-methyl-4-phenyl-6-pyrrolidin-1-ylbenzonitrile；3-(4-fluorophenyl)-2-methyl-4-phenyl-6-pyrrolidin-1-ylbenzonitrile
• 化学式: C₂₄H₂₁FN₂
• 分子量: 356.443
• InChiKey: BLHXPTVOKYXXAV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-氟苯基丙酮 、 2-oxo-6-phenyl-4-(1-pyrrolidinyl)-2H-pyran-3-carbonitrile 在 氢氧化钾 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以76%的产率得到4''-fluoro-3'-methyl-5'-pyrrolidin-1-yl-[1,1';2',1'']terphenyl-4'-carbonitrile
  参考文献：
  名称：

  Substituent-induced regioselective synthesis of 1,2-teraryls and pyrano[3,4-c]pyran-4,5-diones from 2H-pyran-2-ones

  摘要：

  Substituent-controlled regioselective synthesis of highly functionalized 1,2-teraryls 3a-k has been achieved through ring transformation of 6-aryl-4-(pyrrolidin-1-yl/piperidin-1-yl)-2H-pyran-2-one-3-carbonitriles la-g by aryl acetones 2a-c in the presence of powdered KOH in DMF in very good yield. Under similar reaction conditions, 6-aryl-4-methylsulfanyl-2H-pyran-2-ones 5a-f afforded 1,7-diary'-2-methyl-4H,5H-pyrano[3,4-c]pyran-4,5-diones 6a-j as major products and 3,4-diary'-2-methyl-6-methylsulfanylbenzonitriles as minor constituents 7a-j. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.06.007

文献信息

• Substituent-induced regioselective synthesis of 1,2-teraryls and pyrano[3,4-c]pyran-4,5-diones from 2H-pyran-2-ones
  作者：Ramendra Pratap、Brijesh Kumar、Vishnu Ji Ram

  DOI：10.1016/j.tet.2006.06.007

  日期：2006.8

  Substituent-controlled regioselective synthesis of highly functionalized 1,2-teraryls 3a-k has been achieved through ring transformation of 6-aryl-4-(pyrrolidin-1-yl/piperidin-1-yl)-2H-pyran-2-one-3-carbonitriles la-g by aryl acetones 2a-c in the presence of powdered KOH in DMF in very good yield. Under similar reaction conditions, 6-aryl-4-methylsulfanyl-2H-pyran-2-ones 5a-f afforded 1,7-diary'-2-methyl-4H,5H-pyrano[3,4-c]pyran-4,5-diones 6a-j as major products and 3,4-diary'-2-methyl-6-methylsulfanylbenzonitriles as minor constituents 7a-j. (c) 2006 Elsevier Ltd. All rights reserved.