Issue 8, 2014

Synthesis of polysubstituted pyrroles via [3 + 2]-annulation of aziridines and β-nitroalkenes under aerobic conditions

Abstract

Polysubstituted pyrroles were regioselectively synthesized in moderate to good yields via the copper acetate-catalyzed [3 + 2] annulation reaction of readily accessible aziridines and nitroalkenes. This reaction was proposed to proceed through a key azomethine ylide intermediate generated by selective C–C bond cleavage of the aziridine followed by annulation with nitroalkenes under aerobic conditions.

Graphical abstract: Synthesis of polysubstituted pyrroles via [3 + 2]-annulation of aziridines and β-nitroalkenes under aerobic conditions

Supplementary files

Article information

Article type
Paper
Submitted
21 Nov 2013
Accepted
19 Dec 2013
First published
20 Dec 2013

Org. Biomol. Chem., 2014,12, 1351-1356

Author version available

Synthesis of polysubstituted pyrroles via [3 + 2]-annulation of aziridines and β-nitroalkenes under aerobic conditions

S. Wang, X. Zhu, Z. Chai and S. Wang, Org. Biomol. Chem., 2014, 12, 1351 DOI: 10.1039/C3OB42324G

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