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Molecules 2016, 21(6), 723;

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
Author to whom correspondence should be addressed.
Academic Editor: Alessandro Palmieri
Received: 3 May 2016 / Revised: 26 May 2016 / Accepted: 26 May 2016 / Published: 2 June 2016
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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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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).

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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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