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Molecules 2016, 21(6), 723; doi:10.3390/molecules21060723

Aza-Henry Reactions on C-Alkyl Substituted Aldimines

Dipartimento di Chimica, Università degli Studi di Roma “La Sapienza”, P.le Aldo Moro 5, I-00185 Roma, Italy
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Academic Editor: Alessandro Palmieri
Received: 3 May 2016 / Revised: 26 May 2016 / Accepted: 26 May 2016 / Published: 2 June 2016
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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. View Full-Text
Keywords: nitro compounds; amines; carbon–carbon bond formation nitro compounds; amines; carbon–carbon bond formation
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Pelagalli, A.; Pellacani, L.; Scandozza, E.; Fioravanti, S. Aza-Henry Reactions on C-Alkyl Substituted Aldimines. Molecules 2016, 21, 723.

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