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General Synthesis of Hantzsch Esters in 2,2,2-Trifluoroethanol
| Content Provider | Scilit |
|---|---|
| Author | Heydari, A. Khaksar, S. Tajbakhsh, M. |
| Editor | Bijanzadeh, H. R. |
| Copyright Year | 2009 |
| Description | Reported is the standard three-component Hantzsch synthesis of 1,4-dihydropyridines (acetoacetate ester, ammonium acetate and aldehyde) under new conditions - in 2,2,2-trifluoroethanol (TFE) . The reaction proceeds rapidly at 70 ˚C to afford the 1,4-dihydropyridines in very good yields (÷95%). The reaction shows broad scope for aldehydes (aliphatic, aromatic, heteroaromatic and α,β-unsaturated). An unsymmetrical Hantzsch reaction (cyclic 1,3-diketone, aldehyde, acetoacetate and ammonium acetate) was also realized under the same conditions to afford polyhydroquinolines in good to excellent yields. Further, the synthesis of two 1,8-dioxodecahydro-acridines starting from cyclic 1,3-diketone and aromatic aldehydes was described. |
| Related Links | http://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-0029-1217771.pdf |
| Ending Page | 0961 |
| Page Count | 1 |
| Starting Page | 0961 |
| ISSN | 18611958 |
| e-ISSN | 1861194X |
| DOI | 10.1055/s-0029-1217771 |
| Journal | Synfacts |
| Issue Number | 09 |
| Volume Number | 2009 |
| Language | English |
| Publisher | Georg Thieme Verlag KG |
| Publisher Date | 2009-08-21 |
| Access Restriction | Open |
| Subject Keyword | Journal: Synfacts Organic Chemistry |
| Content Type | Text |
| Resource Type | Article |