The reactivity of C-CH₃ substituted N-protected aldimines in aza-Henry addition reactions was compared with that of the analogous trifluoromethylated compounds. C-Alkyl aldimines easily reacted with nitro alkanes under solvent-free conditions and in the absence of catalyst, despite being worse electrophiles than C-CF₃ aldimines, they gave the aza-Henry addition only when ZrCl₄ was added. The presence of a bulky group on the imine carbon deeply influenced the reactivity.
Aza-Henry reactions on C-alkyl substituted adimines / Pelagalli, Alessia; Pellacani, Lucio; Scandozza, Elia; Fioravanti, Stefania. - In: MOLECULES. - ISSN 1420-3049. - STAMPA. - 21:6(2016), p. 723. [10.3390/molecules21060723]
Aza-Henry reactions on C-alkyl substituted adimines
PELAGALLI, ALESSIA;PELLACANI, Lucio;SCANDOZZA, ELIA;FIORAVANTI, Stefania
2016
Abstract
The reactivity of C-CH₃ substituted N-protected aldimines in aza-Henry addition reactions was compared with that of the analogous trifluoromethylated compounds. C-Alkyl aldimines easily reacted with nitro alkanes under solvent-free conditions and in the absence of catalyst, despite being worse electrophiles than C-CF₃ aldimines, they gave the aza-Henry addition only when ZrCl₄ was added. The presence of a bulky group on the imine carbon deeply influenced the reactivity.| File | Dimensione | Formato | |
|---|---|---|---|
|
Pelagalli_Aza-Henry_2016.pdf
accesso aperto
Tipologia:
Documento in Post-print (versione successiva alla peer review e accettata per la pubblicazione)
Licenza:
Creative commons
Dimensione
771.97 kB
Formato
Adobe PDF
|
771.97 kB | Adobe PDF |
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
