Lewis acidic FeCl3 promoted 2-aza-Cope rearrangement to afford α-substituted homoallylamines in dimethyl carbonate. Issue 31 (7th June 2019)

• Record Type: Journal Article
• Authors: Gadde, Karthik; Daelemans, Jonas; Maes, Bert U. W.; Abbaspour Tehrani, Kourosch
• Is Part Of: RSC advances. Volume 9:Issue 31(2019)
• Page Start: 18013
• Page End: 18017
• Publication Date: 2019-06-07
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/c9ra03277k
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : The current work shows an iron-catalyzed 2-aza-Cope rearrangement in dimethyl carbonate for the synthesis of a wide variety of α-substituted homoallylamines from readily accessible starting materials with diverse functional groups. Abstract : The iron(iii )-catalyzed efficient strategy for the synthesis of α-substituted homoallylamines was accomplished via a cationic 2-aza-Cope rearrangement of aldimines, generated in situ by condensation of commercially available aldehydes and easily synthesizable 1, 1-diphenylhomoallylamines. This reaction features a broad substrate scope with high yields and is conducted in an eco-friendly solvent, i.e. dimethyl carbonate.