Harjit Singh, ; Dolly, ; Hundal, Maninder Singh ; Hundal, Geeta ; Singh, Palwinder ; Chimni, Swapandeep Singh ; Kumar, Subodh (1998) Acid catalysed reactions of 5-formyluracils with enamines. A facile synthesis of 5-acylvinyluracils Tetrahedron, 54 (26). pp. 7563-7572. ISSN 0040-4020
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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00404...
Related URL: http://dx.doi.org/10.1016/S0040-4020(98)00390-1
Abstract
5-Formyl-1,3-dimethyluracil (1) reacts with secondary amine derived enamines of ketones and aldehydes to provide 5-(acyvinyl)uracil derivatives. The presence of a CH3 group at C-6 of 1 induces a competitive annulation reaction. Depending on the bulk of substituents 5-(acylvinyl)-uracils acquire cis -diene and E or Z configurations on the vinyl unit. Enamines derived from 1,3-cyclohexanedione and ethyl acetoacetate react with 1 in 1 : 2 stoichiometric manner to provide 5-(9-xanthenyl)uracil and 5-(6-cycohexadienyl)uracil (X-ray) derivatives.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| ID Code: | 14684 |
| Deposited On: | 12 Nov 2010 13:49 |
| Last Modified: | 02 Jun 2011 11:48 |
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