Issue 16, 2013

Base and solvent dependency of an oxidative retro-alkylation of secondary and tertiary benzylamines

Abstract

An iodine and caesium carbonate amine oxidation protocol is described. Non-branched secondary benzylamines were cleanly oxidised to aldimines that could be isolated without the need for chromatography. A tertiary amine bearing an ethyl group was oxidatively de-ethylated by iodine and caesium carbonate in a DMSO–water solvent system.

Graphical abstract: Base and solvent dependency of an oxidative retro-alkylation of secondary and tertiary benzylamines

Supplementary files

Article information

Article type
Communication
Submitted
15 Jan 2013
Accepted
21 Feb 2013
First published
07 Mar 2013

RSC Adv., 2013,3, 5370-5373

Base and solvent dependency of an oxidative retro-alkylation of secondary and tertiary benzylamines

A. Feula and J. S. Fossey, RSC Adv., 2013, 3, 5370 DOI: 10.1039/C3RA40228B

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