The synthesis of highly functionalized pyrroles is described. The sequence involves the preliminary preparation of α-aminohydrazones by Michael addition of primary amines to 1,2-diaza-1,3-butadienes. The treatment of these compounds with dialkyl acetylenedicarboxylates produces α-(N-enamino)- hydrazones that were converted into the corresponding pyrroles by Lewis acid-catalyzed ring closure. A screening of several Lewis/Brønsted acid catalysts was also performed. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.
Attanasi, O.A., Berretta, S., De Crescentini, L., Favi, G., Giorgi, G., Mantellini, F. (2009). Lewis Acid-Catalyzed Synthesis of Functionalized Pyrroles. ADVANCED SYNTHESIS & CATALYSIS, 351(5), 715-719 [10.1002/adsc.200800807].
Lewis Acid-Catalyzed Synthesis of Functionalized Pyrroles
Giorgi, Gianluca;
2009-01-01
Abstract
The synthesis of highly functionalized pyrroles is described. The sequence involves the preliminary preparation of α-aminohydrazones by Michael addition of primary amines to 1,2-diaza-1,3-butadienes. The treatment of these compounds with dialkyl acetylenedicarboxylates produces α-(N-enamino)- hydrazones that were converted into the corresponding pyrroles by Lewis acid-catalyzed ring closure. A screening of several Lewis/Brønsted acid catalysts was also performed. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
https://hdl.handle.net/11365/10102
Attenzione
Attenzione! I dati visualizzati non sono stati sottoposti a validazione da parte dell'ateneo