Issue 77, 2014

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

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

Supplementary files

Article information

Article type
Communication
Submitted
07 7 2014
Accepted
07 8 2014
First published
13 8 2014
This article is Open Access
Creative Commons BY license

Chem. Commun., 2014,50, 11314-11316

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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