Issue 31, 2019

Lewis acidic FeCl3 promoted 2-aza-Cope rearrangement to afford α-substituted homoallylamines in dimethyl carbonate

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.

Graphical abstract: Lewis acidic FeCl3 promoted 2-aza-Cope rearrangement to afford α-substituted homoallylamines in dimethyl carbonate

Supplementary files

Article information

Article type
Paper
Submitted
02 May 2019
Accepted
29 May 2019
First published
07 Jun 2019
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2019,9, 18013-18017

Lewis acidic FeCl3 promoted 2-aza-Cope rearrangement to afford α-substituted homoallylamines in dimethyl carbonate

K. Gadde, J. Daelemans, B. U. W. Maes and K. Abbaspour Tehrani, RSC Adv., 2019, 9, 18013 DOI: 10.1039/C9RA03277K

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