A new synthetic method of 2, 5-disubstituted pyrrolidines is developed by the cyclization of unsaturated N-benzoyl- oxysulfonamides by (CuOTf) 2-C6H6; in refluxing dichloroethane. Various N-A- and N-5-alkenyl and alkynyl N-benzoyl- oxysulfonamides are cyclized to give pyrrolidines. The cyclization proceeds via addition of sulfonamidoyl radicals to intramolecular unsaturated bonds or allylic hydrogen abstraction with the radical intermediates.
CITATION STYLE
Liu, W. M., Liu, Z. H., Cheong, W. W., Teo Priscilla, L. Y., Li, Y., & Narasaka, K. (2010). Synthesis of 2, 5-disubstituted pyrrolidines from N-alkenyl and alkynyl N-Benzoyloxysulfonamides catalyzed by (CuOTf)2 · C 6H6. Bulletin of the Korean Chemical Society, 31(3), 563–569. https://doi.org/10.5012/bkcs.2010.31.03.563
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