2,3-Dihydropyrrolo[1,2-a]quinoline-1,5-dione | 110830-28-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2,3-Dihydropyrrolo[1,2-a]quinoline-1,5-dione
• CAS: 110830-28-9
• 化学式: C₁₂H₉NO₂
• 分子量: 199.209
• InChiKey: LEOMUKVIXWJZKJ-UHFFFAOYSA-N

物化性质

• 沸点：
  385.1±42.0 °C(Predicted)
• 密度：
  1.37±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,3-Dihydropyrrolo[1,2-a]quinoline-1,5-dione 在 水 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 3-(4-Butoxy-quinolin-2-yl)-propionic acid
  参考文献：
  名称：

  A New Route to Quinolone and Indole Skeletones via Ketone- and Ester-Imide Cyclodehydration Reactions

  摘要：

  Ketone-imide cyclodehydration reactions of aromatic succinimide and phthalimide (7, 8) have afforded quinolone acids (11, 12). Further transformation of the acids provided the corresponding esters (13, 14) and vinylogous urethanes (9, 10). Similarly, ester-imide cyclodehydration reactions of aromatic imide esters (19, 20) have afforded indole acids (23, 24).

  DOI：

  10.3987/com-96-7676
• 作为产物：
  描述：

  3-氧代己二酸二乙酯 在 PPA 作用下， 以 paraffin 为溶剂， 反应 98.02h， 生成 2,3-Dihydropyrrolo[1,2-a]quinoline-1,5-dione
  参考文献：
  名称：

  Deady, Leslie W.; Werden, Dianne M., Synthetic Communications, 1987, vol. 17, # 3, p. 319 - 328

  摘要：

  DOI：

文献信息

• An efficient synthesis of quinolones using N-phenyl(triphenylphosphoranylidene)ethenimine
  作者：Pradeep Kumar、Chimmanamada U. Dinesh、Bipin Pandey

  DOI：10.1016/0040-4039(94)88474-9

  日期：1994.12

  acylphosphoranes 5 formed in a highly selective and sequential manner from the reaction of N-substituted anthranilic acids 1 and N-phenyl(triphenylphosphoranylidene)ethenimine 2 undergo intramolecular Wittig cyclization on the imide carbonyl to afford the pyrrolo- and pyrido[1,2-a]quinolones 6 in moderate to good yields.

  所述acylphosphoranes 5从反应形成的以高选择性和顺序方式的N-取代的邻氨基苯甲酸1和N-苯基（三苯基亚正膦）ethenimine 2经历分子内环化反应的Wittig上酰亚胺羰基，得到吡咯和吡啶并[1,2 a]中等至良好产量的喹诺酮类6。
• Synthesis and Spectroscopic Studies of Some Novel Quinoline Derivatives
  作者：Hamad Z. Alkhathlan

  DOI：10.1080/00397919208021666

  日期：1992.9

  Abstract An intramolecular Wittig reaction of some substituted aminoacetophenones was used for the synthesis of novel quinoline derivatives. In addition, the base induced cyclization of the aminoacetophenones was investigated. The IR and NMR spectra of the quinoline derivatives are reported.

  摘要 一些取代氨基苯乙酮的分子内Wittig反应用于合成新型喹啉衍生物。此外，研究了碱诱导的氨基苯乙酮环化。报告了喹啉衍生物的 IR 和 NMR 光谱。
• Alkhathlan, Hamad Z.; Al-Lohedan, Hamad A., Journal of Chemical Research, Miniprint, 1995, # 1, p. 201 - 220
  作者：Alkhathlan, Hamad Z.、Al-Lohedan, Hamad A.

  DOI：——

  日期：——
• Synthetic Studies toward Isoschizogamine: Construction of Pentacyclic Core Structure
  作者：Hidetoshi Tokuyama、Kenji Sugimoto、Hiroaki Fujiwara、Akihiro Takada、Dong-Gil Kim、Hirofumi Ueda

  DOI：10.3987/com-18-s(t)85

  日期：——

  Development of a concise construction of the pentacyclic core skeleton of isoschizogamine was described. Tetracyclic A,B,D,F-rings structure was assembled by intramolecular aza-Diels-Alder reaction via an ortho-iminoquinone methide intermediate. The C-ring was formed by oxidation of the benzylic position with a combination of Cr(CO)(6) and t-BuOOH, followed by the introduction of an aminoethyl side chain, C-H oxidation of the lactam ring with CrO3 and n-Bu4NI, and final cyclization to construct the cyclic aminal moiety.
• AlKhathlan, Hamad Z., Journal of Chemical Research, Miniprint, 1992, p. 1984 - 1996
  作者：AlKhathlan, Hamad Z.

  DOI：——

  日期：——