2-(4-Methyl-benzylidene)-malonaldehyde | 132120-61-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂醛
• 英文名称: 2-(4-Methyl-benzylidene)-malonaldehyde
• 英文别名: 2-[(4-Methylphenyl)methylidene]propanedial
• CAS: 132120-61-7
• 化学式: C₁₁H₁₀O₂
• 分子量: 174.199
• InChiKey: GFCROVUVVKAERR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(4-Methyl-benzylidene)-malonaldehyde 在 四氯化钛 、 三乙胺 、 zinc(II) chloride 作用下， 以 二氯甲烷 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

文献信息

• Cycloaddition of chlorosulfonyl isocyanate with arylmethylenemalonaldehydes
  作者：Joseph Daniel、Durga Nath Dhar

  DOI：10.1016/s0040-4020(01)81228-x

  日期：1992.1

  The reaction of chlorosulfonyl isocyanate with arylmethylenemalonaldehydes afforded the fused 1,3-oxazin-2-one derivatives.

  氯磺酰基异氰酸酯与芳基亚甲基丙二醛的反应提供了稠合的1，3-恶嗪-2-酮衍生物。
• ARNOLD, Z.;KRAL, V.;KRYSHTAL, G. V.;YANOVSKAYA, L. A., IZV. AN CCCP. CEP. XIM., 1983, N 9, 2162-2165
  作者：ARNOLD, Z.、KRAL, V.、KRYSHTAL, G. V.、YANOVSKAYA, L. A.

  DOI：——

  日期：——
• Diene-Transmissive Hetero-Diels-Alder Cycloaddition Using Cross-Conjugated Dioxatrienes: A Novel Synthesis of Tetrahydropyran-Fused Aza- and Thia-heterocycles
  作者：Takao Saito、Satoru Kobayashi、Takashi Otani、Hideoki Iwanami、Takayuki Soda

  DOI：10.3987/com-08-s(n)55

  日期：——

  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.