Five-membered ring heterocycles containing nitrogen are structural motifs of particular interest in synthetic and medicinal chemistry, as they are present in a large number of bioactive compounds (Figure 1). Considerable synthetic efforts have been devoted to the synthesis of this azacycles being the intramolecularhydroamination a direct and efficient method. In our research group we have worked extensively in the synthesis of azacycles ofdifferent size and now we have focused on developinga directmethodology of a greatvariety of substituted pyrrolidines. The key reaction of this approach isbased on an intramolecularhydroamination of enantiopuresulfonyl amine. This cyclization is catalyzedby iron saltsin a sustainable context, and the sulfonylamineswere obtained in a few steps from α amino acids using (Scheme 1).

We thank the Spanish MECD CEI10/00018 and MINECO, cofinanced by the European Regional Development Fund (ERDF), CTQ2011-28417-C02-01, and IMBRAIN project (FP7-REGPOT-2012-CT2012-31637-IMBRAIN), funded under the 7th Framework Programme (CAPACITIES), by financial support.SJP thanks MINECO for a FPU fellowship.

Trabajo presentado en la XXV Reunión Bienal de Química Orgánica celebrada en Alicante del 4 al 6 de junio de 2014.

Peer Reviewed