4-benzoyl-2,3-dihydro-1-methyl-5-phenylpyrrole-2,3-dione | 61350-44-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 4-benzoyl-2,3-dihydro-1-methyl-5-phenylpyrrole-2,3-dione
• 英文别名: 4-benzoyl-1-methyl-5-phenyl-1H-pyrrole-2,3-dione；4-benzoyl-1-methyl-5-phenyl-pyrrole-2,3-dione；1-Methyl-4-benzoyl-2,3-dioxo-5-phenyl-2,3-dihydropyrrol；4-benzoyl-1-methyl-5-phenylpyrrole-2,3-dione
• CAS: 61350-44-5
• 化学式: C₁₈H₁₃NO₃
• 分子量: 291.306
• InChiKey: BDDOLOVJDWRPAS-UHFFFAOYSA-N

物化性质

• 沸点：
  447.4±55.0 °C(Predicted)
• 密度：
  1.304±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  54.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-benzoyl-2,3-dihydro-1-methyl-5-phenylpyrrole-2,3-dione 以 gas 为溶剂， 500.0 ℃ 、0.01 Pa 条件下， 生成 2-{[(E)-Methylimino]-phenyl-methyl}-3-phenyl-propene-1,3-dione
  参考文献：
  名称：

  Reactive nitrogenous molecules from Meldrum's acid derivatives, pyrrole-2,3-diones, and isoxazolones

  摘要：

  DOI：

  10.1021/jo00189a025
• 作为产物：
  描述：

  1,2,7,7a-Tetrahydro-1,7-dimethyl-2-(methylimino)-4,7a-diphenylpyrrolo(2,3-d)(1,3)oxazin-5,6-dion 以 xylene 为溶剂， 反应 0.03h， 以62%的产率得到4-benzoyl-2,3-dihydro-1-methyl-5-phenylpyrrole-2,3-dione
  参考文献：
  名称：

  Kollenz, Gert; Penn, Gerhard; Ott, Walter, Chemische Berichte, 1984, vol. 117, # 4, p. 1310 - 1329

  摘要：

  DOI：

文献信息

• Regio- and stereoselective photocycloadditions of heterocyclic 2,3-diones — Evidence for an unexpected 1,2-aroyl migration
  作者：G. Kollenz、E. Terpetschnig、H. Sterk、K. Peters、E.-M. Peters

  DOI：10.1016/s0040-4020(99)00078-2

  日期：1999.3

  Photocyclization of the heterocyclic 2,3-diones 1a-d with electron rich alkenes affords regio- and stereoselectively the 2+2 adducts 2, from Ib with benzophenone as photosensitizer also the Paterno-Buchi adduct 3 is obtained. Similarly, with phenylethyne the cycloadducts 4 are formed in moderate to low yields, in case of Ic the azepinone 6 is the only reaction product. Thermolysis of 4a generates the pyrono compound 5. Irradiation of the N-arylpyrrolediones le, f and ethylvinyl ether give furo[3,2-c]pyrrolones 7 thus making evident an unexpected 1,2-benzoyl migration. Structural elucidation of all ring systems described is based upon X-ray analyses of 2d, 5 and 7f, respectively. (C) 1999 Elsevier Science Ltd. All rights reserved.
• 17O-labeling studies on the reaction of 4-benzoyl-5-phenylfuran-2,3-dione with carbodiimides
  作者：W. Heilmayer、H. Sterk、G. Kollenz

  DOI：10.1016/s0040-4020(98)00429-3

  日期：1998.7

  The reactions of 4-benzoyl-5-phenyl-furan-2,3-dione 1 with isopropyl-phenylcarbodiimide as well as dimethylcarbodiimide are investigated with aid of O-17-labeling experiments. From comparing the distribution of the label within starting materials and products, an unusual furandione rearrangement is disclosed. This rearrangement can be regarded as a peculiar variation of the well known nucleophilic substitution at a vinylic carbon. (C) 1998 Elsevier Science Ltd. All rights reserved.
• Reaktionen mit cyclischen Oxalylverbindungen, 26. Mitt. Cyclokondensation von 4,5-substituierten Thiophen- bzw. N-Alkylpyrrol-2,3-dionen mito-Phenylendiamin
  作者：Ewald Terpetschnig、Walter Ott、Gert Kollenz、Karl Peters、Eva-Maria Peters、Hans Georg von Schnering

  DOI：10.1007/bf00810263

  日期：1988.3
• KOLLENZ, G.;PENN, G.;OTT, W.;PETERS, K.;PETERS, E. -M.;SCHNERING, H. G. V+, CHEM. BER., 1984, 117, N 4, 1310-1329
  作者：KOLLENZ, G.、PENN, G.、OTT, W.、PETERS, K.、PETERS, E. -M.、SCHNERING, H. G. V+

  DOI：——

  日期：——
• BRIEHL, H.;LUKOSCH, A.;WENTRUP, C., J. ORG. CHEM., 1984, 49, N 15, 2772-2779
  作者：BRIEHL, H.、LUKOSCH, A.、WENTRUP, C.

  DOI：——

  日期：——