4-[3-Amino-2-(4-bromophenyl)-1-methyl-9-oxoxanthen-4-yl]butanenitrile | 1415682-08-4

• 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-[3-Amino-2-(4-bromophenyl)-1-methyl-9-oxoxanthen-4-yl]butanenitrile
• 英文别名: 4-[3-amino-2-(4-bromophenyl)-1-methyl-9-oxoxanthen-4-yl]butanenitrile
• CAS: 1415682-08-4
• 化学式: C₂₄H₁₉BrN₂O₂
• 分子量: 447.331
• InChiKey: HWPSMFCSOHTYPK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  76.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  对溴苯乙腈 、 6-(2-methyl-4-oxo-4H-chromen-3-yl)hex-5-ynenitrile 在 potassium tert-butylate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.41h， 以35%的产率得到4-amino-2,3-dihydrocyclopenta[a]xanthen-11(1H)-one
  参考文献：
  名称：

  An Organic Molecule Modulated Chemoselective Cyclization of Alkynyl Nitriles Tethered to 2-Alkyl Substituted Chromones with Multireactive Sites

  摘要：

  A small organic molecule phenylacetonitrile promoted chemoselective cyclization of (chromen-3-yl)alkynylnitriles to generate a novel tetracyclic or tricyclic chromone scaffold has been discovered. Importantly, the phenylacetonitrile serves as an anion transfer reagent changing the normal reaction of the substrate.

  DOI：

  10.1021/ol302964x

文献信息

• An Organic Molecule Modulated Chemoselective Cyclization of Alkynyl Nitriles Tethered to 2-Alkyl Substituted Chromones with Multireactive Sites
  作者：Liping Huang、Yang Liu、Fuchun Xie、Youhong Hu

  DOI：10.1021/ol302964x

  日期：2012.12.21

  A small organic molecule phenylacetonitrile promoted chemoselective cyclization of (chromen-3-yl)alkynylnitriles to generate a novel tetracyclic or tricyclic chromone scaffold has been discovered. Importantly, the phenylacetonitrile serves as an anion transfer reagent changing the normal reaction of the substrate.