Issue 5, 2023

Synthesis of spirocyclic 1,2-diamines by dearomatising intramolecular diamination of phenols

Abstract

The stereocontrolled synthesis of complex spirotricyclic systems containing an embedded syn-1,2-diaminocyclohexane unit is reported, based upon a dearomatising oxidation of phenols bearing pendant ureas capable of acting as double nucleophiles. This complexity-generating transformation yields products with rich functionality suitable for application in the synthesis of potentially bioactive compounds.

Graphical abstract: Synthesis of spirocyclic 1,2-diamines by dearomatising intramolecular diamination of phenols

Supplementary files

Article information

Article type
Communication
Submitted
15 Nov 2022
Accepted
12 Dec 2022
First published
12 Dec 2022
This article is Open Access
Creative Commons BY license

Chem. Commun., 2023,59, 607-610

Synthesis of spirocyclic 1,2-diamines by dearomatising intramolecular diamination of phenols

A. Aimon, M. J. Dow, A. R. Hanby, E. A. Okolo, C. M. Pask, A. Nelson and S. P. Marsden, Chem. Commun., 2023, 59, 607 DOI: 10.1039/D2CC06137F

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