2,2-Dimethyl-4-(3-nitro-pyrrol-1-yl)-2H-chromene-6-carbonitrile | 140614-02-4

• 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: 2,2-Dimethyl-4-(3-nitro-pyrrol-1-yl)-2H-chromene-6-carbonitrile
• 英文别名: 2,2-Dimethyl-4-(3-nitro-1H-pyrrol-1-yl)-2H-1-benzopyran-6-carbonitrile；2,2-dimethyl-4-(3-nitropyrrol-1-yl)chromene-6-carbonitrile
• CAS: 140614-02-4
• 化学式: C₁₆H₁₃N₃O₃
• 分子量: 295.298
• InChiKey: QDTSNMWCNDOQRY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  83.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  trans-3-hydroxy-2,2-dimethyl-4-(pyrrol-1-yl)-3,4-dihydro-2H-chromene-6-carbonitrile 在 potassium tert-butylate 作用下， 生成 2,2-Dimethyl-4-(3-nitro-pyrrol-1-yl)-2H-chromene-6-carbonitrile
  参考文献：
  名称：

  An unusual base-mediated ring contraction reaction of benzopyrans to benzofurans

  摘要：

  The reaction of electron deficient pyrroles and pyrazoles with trans 3-bromo-6-cyano-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-4-ol under basic conditions results in the formation of 2-isopropylbenzofurans by a mechanism which appears to be dependent on the rate of the competitive dehydration reaction leading to the corresponding benzopyrans.

  DOI：

  10.1016/s0040-4039(00)91873-2

文献信息

• An unusual base-mediated ring contraction reaction of benzopyrans to benzofurans
  作者：Derek R. Buckle、Andrew Faller、Ivan L. Pinto、David G. Smith

  DOI：10.1016/s0040-4039(00)91873-2

  日期：1992.2

  The reaction of electron deficient pyrroles and pyrazoles with trans 3-bromo-6-cyano-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-4-ol under basic conditions results in the formation of 2-isopropylbenzofurans by a mechanism which appears to be dependent on the rate of the competitive dehydration reaction leading to the corresponding benzopyrans.