4-methyl-3-nitro-2-(trifluoromethyl)-2H-chromene | 1033425-24-9

• 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: 4-methyl-3-nitro-2-(trifluoromethyl)-2H-chromene
• CAS: 1033425-24-9
• 化学式: C₁₁H₈F₃NO₃
• 分子量: 259.185
• InChiKey: WCSMDJWKVHPBEW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (E)-3,3,3-trifluoro-1-nitroprop-1-ene 、 6-(1-氨基亚乙基)环己-2,4-二烯-1-酮 在 三乙烯二胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以71%的产率得到4-methyl-3-nitro-2-(trifluoromethyl)-2H-chromene
  参考文献：
  名称：

  A simple and convenient synthesis of 4-methyl-3-nitro-2-trihalomethyl-2H-chromenes from N-unsubstituted imines of 2-hydroxyacetophenones and trichloro(trifluoro)ethylidene nitromethanes

  摘要：

  The reaction of N-unsubstituted imines of 2-hydroxyacetophenones with trichloro(trifluoro)ethylidene nitromethanes in the presence of DABCO proceeds via tandem oxa-Michael/aza-Henry additions (in dichloromethane) or aza-Michael addition (in benzene) to give 4-methyl-3-nitro-2-trichloro(trifluoro)-methyl-2H-chromenes or 1,1,1-trichloro(trifluoro)-3-nitro-N-[1-(2-hydroxyaryl)ethylidene]propan-2-amines, respectively. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.03.065

文献信息

• A simple and convenient synthesis of 4-methyl-3-nitro-2-trihalomethyl-2H-chromenes from N-unsubstituted imines of 2-hydroxyacetophenones and trichloro(trifluoro)ethylidene nitromethanes
  作者：Vladislav Yu. Korotaev、Vyacheslav Ya. Sosnovskikh、Igor B. Kutyashev、Alexey Yu. Barkov、Evgeniya G. Matochkina、Mikhail I. Kodess

  DOI：10.1016/j.tet.2008.03.065

  日期：2008.5

  The reaction of N-unsubstituted imines of 2-hydroxyacetophenones with trichloro(trifluoro)ethylidene nitromethanes in the presence of DABCO proceeds via tandem oxa-Michael/aza-Henry additions (in dichloromethane) or aza-Michael addition (in benzene) to give 4-methyl-3-nitro-2-trichloro(trifluoro)-methyl-2H-chromenes or 1,1,1-trichloro(trifluoro)-3-nitro-N-[1-(2-hydroxyaryl)ethylidene]propan-2-amines, respectively. (C) 2008 Elsevier Ltd. All rights reserved.