1-(1-oxo-1-phenyl-3-(m-tolyl)propan-2-yl)-1H-pyrrole-2-carbaldehyde

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 1-(1-oxo-1-phenyl-3-(m-tolyl)propan-2-yl)-1H-pyrrole-2-carbaldehyde
• 英文别名: 1-[3-(3-Methylphenyl)-1-oxo-1-phenylpropan-2-yl]pyrrole-2-carbaldehyde；1-[3-(3-methylphenyl)-1-oxo-1-phenylpropan-2-yl]pyrrole-2-carbaldehyde
• 化学式: C₂₁H₁₉NO₂
• 分子量: 317.387
• InChiKey: ABICHOQZFYTVLU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  39.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(1-oxo-1-phenyl-3-(m-tolyl)propan-2-yl)-1H-pyrrole-2-carbaldehyde 在 ammonium acetate 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以100%的产率得到4-(3-methylbenzyl)-3-phenylpyrrolo[1,2-a]pyrazine
  参考文献：
  名称：

  Diversity-oriented decoration of pyrrolo[1,2-a]pyrazines

  摘要：

  Diversity-oriented synthesis of a chemical library based on a pyrrolo[1,2-a]pyrazine core is described by using palladium-catalyzed direct C6 arylation of pyrrolo[1,2-a]pyrazines with various aryl bromides. The starting materials, pyrrolo[1,2-a]pyrazines, were easily synthesized by the base-mediated N-alkylation of pyrrole-2-carboxaldehyde with several 2-bromoacetophenones followed by dehydrative cyclization with incorporation of nitrogen by the action of ammonium acetate. Introduction of other functional groups on this chemical scaffold is also discussed herein. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.08.003
• 作为产物：
  描述：

  2-吡咯甲醛 在 potassium carbonate 、 sodium t-butanolate 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 2.0h， 生成 1-(1-oxo-1-phenyl-3-(m-tolyl)propan-2-yl)-1H-pyrrole-2-carbaldehyde
  参考文献：
  名称：

  Diversity-oriented decoration of pyrrolo[1,2-a]pyrazines

  摘要：

  Diversity-oriented synthesis of a chemical library based on a pyrrolo[1,2-a]pyrazine core is described by using palladium-catalyzed direct C6 arylation of pyrrolo[1,2-a]pyrazines with various aryl bromides. The starting materials, pyrrolo[1,2-a]pyrazines, were easily synthesized by the base-mediated N-alkylation of pyrrole-2-carboxaldehyde with several 2-bromoacetophenones followed by dehydrative cyclization with incorporation of nitrogen by the action of ammonium acetate. Introduction of other functional groups on this chemical scaffold is also discussed herein. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.08.003

文献信息

• Diversity-oriented decoration of pyrrolo[1,2-a]pyrazines
  作者：Sujin Park、Youngeun Jung、Ikyon Kim

  DOI：10.1016/j.tet.2014.08.003

  日期：2014.10

  Diversity-oriented synthesis of a chemical library based on a pyrrolo[1,2-a]pyrazine core is described by using palladium-catalyzed direct C6 arylation of pyrrolo[1,2-a]pyrazines with various aryl bromides. The starting materials, pyrrolo[1,2-a]pyrazines, were easily synthesized by the base-mediated N-alkylation of pyrrole-2-carboxaldehyde with several 2-bromoacetophenones followed by dehydrative cyclization with incorporation of nitrogen by the action of ammonium acetate. Introduction of other functional groups on this chemical scaffold is also discussed herein. (C) 2014 Elsevier Ltd. All rights reserved.