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Issue 77, 2014
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New methods for the synthesis of naphthyl amines; application to the synthesis of dihydrosanguinarine, sanguinarine, oxysanguinarine and (±)-maclekarpines B and C

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Abstract

A new method for preparing naphthyl amines from 1,5 unsaturated dicarbonyl precursors is described; the utility of this new method was proven in the syntheses of several natural products, all containing the benzo[c]phenanthridine core and enabled by a radical promoted cyclisation of the naphthyl amine products formed in the key cyclisation.

Graphical abstract: New methods for the synthesis of naphthyl amines; application to the synthesis of dihydrosanguinarine, sanguinarine, oxysanguinarine and (±)-maclekarpines B and C

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Publication details

The article was received on 07 Jul 2014, accepted on 07 Aug 2014 and first published on 13 Aug 2014


Article type: Communication
DOI: 10.1039/C4CC05209A
Chem. Commun., 2014,50, 11314-11316
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    New methods for the synthesis of naphthyl amines; application to the synthesis of dihydrosanguinarine, sanguinarine, oxysanguinarine and (±)-maclekarpines B and C

    M. R. Tatton, I. Simpson and T. J. Donohoe, Chem. Commun., 2014, 50, 11314
    DOI: 10.1039/C4CC05209A

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