An alternate approach to quinoline architecture via Baylis-Hillman chemistry: SnCl2-mediated tandem reaction toward synthesis of 4-(substituted vinyl)-quinolines
Data(s) |
26/12/2007
26/12/2007
2006
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Resumo |
An alternate approach to densely substituted quinolines from the products of SN2 nucleophilic substitution reaction between the acetyl derivatives of the Baylis-Hillman adducts obtained from 2-nitrobenzaldehydes and the carbonyl group containing carbon nucleophiles is described. Treatment of these compounds with SnCl2, trigger a tandem reaction wherein reduction of the nitro group is followed by a remarkably regioselective intramolecular cyclization and subsequent dehydrogenation to afford 4-(substituted vinyl)-quinolines. |
Formato |
232936 bytes application/pdf |
Identificador |
Tetrahedron, 62, 8740 (2006) |
Idioma(s) |
en |
Relação |
CDRI Communication no. 6991 |
Palavras-Chave | #Quinolines #Baylis-Hillman #2-Nitrobenzaldehyde #Reduction #SnCl2 #Regioselective |
Tipo |
Article |