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Synthesen von Heterocyclen, CC Reaktionen mit cyclischen Oxalylverbindungen, XVIII Zur Reaktion von 4-Benzoyl-5-phenyl-2,3-dihydrofuran-2,3-dion mit Η-aktiven Nucleophilen. / Syntheses of Heterocycles, CC Reactions of Cyclic Oxalyl Compounds, XVIII The Reaction of 4-Benzoyl-5-phenyl-2,3-dihydrofuran-2,3-dione with Η-active Nucleophiles
| Content Provider | Scilit |
|---|---|
| Author | Kollenz, Gert Ziegler, Erich Ott, Walter Igel, Herwig |
| Copyright Year | 1976 |
| Abstract | Hydrolysis of 4-Benzoyl-5-phenyl-2,3-dihydrofuran-2,3-dione (1) in water (ethanol) gives dibenzoylmethane and oxalic acid (ethyl ester). 1 reacts with aniline or p-toluidine yielding the 2-pyrrolones (2), which on the other hand are synthesized by addition of the corresponding anilines to the pyrrol-2,3-diones (8). 3 a adds methanol to give the 2-pyrrolone (4), which with aniline can be converted into 2 a. 2 a, b show fragmentation to oxalic acid anilides by heating (2 b) or treating with diazomethane (2 a). The reaction of 1 with p-nitroaniline leads via the furanone-derivative 6 to oxalic acid-di-p-nitroanilide. 1 and N-methylaniline combine to acrylic acid-N-methylanilide (7), which by heating gives the dibenzoyl acetic acid-N-methylanilide |
| Related Links | http://www.degruyter.com/downloadpdf/j/znb.1976.31.issue-11/znb-1976-1116/znb-1976-1116.xml |
| Ending Page | 1514 |
| Page Count | 4 |
| Starting Page | 1511 |
| ISSN | 09320776 |
| e-ISSN | 18657117 |
| DOI | 10.1515/znb-1976-1116 |
| Journal | Zeitschrift für Naturforschung B |
| Issue Number | 11 |
| Volume Number | 31 |
| Language | English |
| Publisher | Walter de Gruyter GmbH |
| Publisher Date | 1976-11-01 |
| Access Restriction | Open |
| Subject Keyword | Zeitschrift Für Naturforschung B Organic Chemistry Dihydrofuran Phenyl Benzoyl Dione Methylanilide Mit Xviii Pyrrolones Journal: Zeitschrift für Naturforschung B, Issue- 3 |
| Content Type | Text |
| Resource Type | Article |
| Subject | Chemistry |