2-(N-isopropylamino)hept-2-en-4-one | 131189-10-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(N-isopropylamino)hept-2-en-4-one
• 英文别名: (Z)-2-(propan-2-ylamino)hept-2-en-4-one
• CAS: 131189-10-1
• 化学式: C₁₀H₁₉NO
• 分子量: 169.267
• InChiKey: CPLMLYQVWCEFLM-CLFYSBASSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  二氧化碳 、 2-(N-isopropylamino)hept-2-en-4-one 在 2,2,6,6-tetramethylpiperidinyl-lithium 作用下， 以 四氢呋喃 为溶剂， 以65%的产率得到2-ethyl-5-(N-isopropylamino)-3-oxo-4-hexenoic acid
  参考文献：
  名称：

  Bartoli, Giuseppe; Bosco, Marcella; Guerrieri, Alfonsina, Gazzetta chimica Italiana, 1996, vol. 126, # 1, p. 25 - 29

  摘要：

  DOI：
• 作为产物：
  描述：

  N-丙-2-基丙-2-亚胺 、 丁酸乙酯 在 lithium diisopropyl amide 作用下， 生成 2-(N-isopropylamino)hept-2-en-4-one
  参考文献：
  名称：

  Reactivity of Imine Anions with Esters: A General Method for the Synthesis of Enamino Ketones

  摘要：

  在温和条件下，α-金属化亚胺与酯反应能够以良好产率生成非对称1,3-二酮（烯胺酮）的希夫碱。

  DOI：

  10.1055/s-1990-27046

文献信息

• Reaction of dianions of acyclic .beta.-enamino ketones with electrophiles. 3. Nitriles: synthesis of pyridine and pyrimidine derivatives
  作者：Giuseppe Bartoli、Marcella Bosco、Cristina Cimarelli、Renato Dalpozzo、Giovanni De Munno、Giuseppe Guercio、Gianni Palmieri

  DOI：10.1021/jo00048a043

  日期：1992.10

  A new method for the construction of pyridine and pyrimidine derivatives is described, based on the electrophilic attack of nitriles to dianions of beta-(monoalkylamino)-alpha,beta-unsaturated ketones and the subsequent cyclization of the addition product. The reaction proceeds in good to high yields with both alpha'- and gamma-dianions which are regioselectively generated. The reaction of gamma-dianions with nitriles is strongly influenced by temperature. The gamma-addition products cyclize to 4-aminopyridines when the reaction is run below -50-degrees-C. From reactions performed over 0-degrees-C pyrimidines arising from addition of 2 mol of nitriles are isolated. Owing to the polar conditions employed, a side metalation reaction is observed with aliphatic nitriles. On the other hand, the alpha'-addition products can be isolated in neutral conditions but they cyclize to 4-pyridinones in strong acidic media.
• BARTOLI, GIUSEPPE;CIMARELLI, CRISTINA;PALMIERI, GIANNI;BOSCO, MARCELLA;DA+, SYNTHESIS,(1990) N0, C. 895-897
  作者：BARTOLI, GIUSEPPE、CIMARELLI, CRISTINA、PALMIERI, GIANNI、BOSCO, MARCELLA、DA+

  DOI：——

  日期：——
• Reactivity of Imine Anions with Esters: A General Method for the Synthesis of Enamino Ketones
  作者：Giuseppe Bartoli、Cristina Cimarelli、Gianni Palmieri、Marcella Bosco、Renato Dalpozzo

  DOI：10.1055/s-1990-27046

  日期：——

  The reaction of α-metalated imines with esters under mild conditions leads to the Schiff base of unsymmetrical 1,3-diketones (enamino ketones) in good yields.

  在温和条件下，α-金属化亚胺与酯反应能够以良好产率生成非对称1,3-二酮（烯胺酮）的希夫碱。
• Bartoli, Giuseppe; Bosco, Marcella; Guerrieri, Alfonsina, Gazzetta chimica Italiana, 1996, vol. 126, # 1, p. 25 - 29
  作者：Bartoli, Giuseppe、Bosco, Marcella、Guerrieri, Alfonsina、Dalpozzo, Renato、De Nino, Antonio、Iantorno, Emma、Palmieri, Gianni

  DOI：——

  日期：——