acetylaminomethylenemalonaldehyde | 135305-10-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: acetylaminomethylenemalonaldehyde
• 英文别名: 2-(acetylaminomethylene)propanedial；N-(2-formyl-3-oxoprop-1-enyl)acetamide
• CAS: 135305-10-1
• 化学式: C₆H₇NO₃
• mdl: MFCD19219991
• 分子量: 141.126
• InChiKey: XGJCINMNPYPHIJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.61
• 重原子数：
  10.0
• 可旋转键数：
  3.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  63.24
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  acetylaminomethylenemalonaldehyde 在 劳森试剂 、 三氟化硼乙醚 作用下， 以 四氢呋喃 、 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 生成
  参考文献：
  名称：

  Diene-Transmissive Hetero-Diels-Alder Cycloaddition Using Cross-Conjugated Dioxatrienes: A Novel Synthesis of Tetrahydropyran-Fused Aza- and Thia-heterocycles

  摘要：

  The diene-transmissive hetero-Diels-Alder methodology using cross-conjugated dioxatrienes [2-(R-methylene)propanedials] has been developed. The initial cycloaddition with electron-rich dienophiles, followed by the reactions of the resulting 1-oxadiene moiety of the monoadducts with amines and Lawesson's reagent generated 1-azadienes and 1-thiadienes. The second hetero-Diels-Alder reaction of these reactive heterodienes with dienophiles (tosyl isocyanate, diphenylketene, enones, and maleinimide) produced pyran-fused aza-and thiaheterocycles, providing a new synthetic method for these heterocycles.

  DOI：

  10.3987/com-08-s(n)55
• 作为产物：
  描述：

  乙酰胺 、 三甲酰基甲烷 在 三氟化硼乙醚 作用下， 生成 acetylaminomethylenemalonaldehyde
  参考文献：
  名称：

  Diene-Transmissive Hetero-Diels-Alder Cycloaddition Using Cross-Conjugated Dioxatrienes: A Novel Synthesis of Tetrahydropyran-Fused Aza- and Thia-heterocycles

  摘要：

  The diene-transmissive hetero-Diels-Alder methodology using cross-conjugated dioxatrienes [2-(R-methylene)propanedials] has been developed. The initial cycloaddition with electron-rich dienophiles, followed by the reactions of the resulting 1-oxadiene moiety of the monoadducts with amines and Lawesson's reagent generated 1-azadienes and 1-thiadienes. The second hetero-Diels-Alder reaction of these reactive heterodienes with dienophiles (tosyl isocyanate, diphenylketene, enones, and maleinimide) produced pyran-fused aza-and thiaheterocycles, providing a new synthetic method for these heterocycles.

  DOI：

  10.3987/com-08-s(n)55

文献信息

• Arnold, Zdenek; Budesinsky, Milos; Pankova, Magdalena, Collection of Czechoslovak Chemical Communications, 1991, vol. 56, # 5, p. 1019 - 1031
  作者：Arnold, Zdenek、Budesinsky, Milos、Pankova, Magdalena

  DOI：——

  日期：——
• ARNOLD, ZDENEK;BUDESINSKY, MILOS;PANKOVA, MAGDALENA, COLLECT. CZECHOSL. CHEM. COMMUN., 56,(1991) N, C. 1019-1031
  作者：ARNOLD, ZDENEK、BUDESINSKY, MILOS、PANKOVA, MAGDALENA

  DOI：——

  日期：——