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Issue 16, 2013
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Base and solvent dependency of an oxidative retro-alkylation of secondary and tertiary benzylamines

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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

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Publication details

The article was received on 15 Jan 2013, accepted on 21 Feb 2013 and first published on 07 Mar 2013


Article type: Communication
DOI: 10.1039/C3RA40228B
Citation: RSC Adv., 2013,3, 5370-5373
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    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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