Issue 48, 2022

Recent advances in the dearomative functionalisation of heteroarenes

Abstract

Dearomatisation reactions of (hetero)arenes have been widely employed as efficient methods to obtain highly substituted saturated cyclic compounds for over a century. In recent years, research in this area has shifted towards effecting additional C–C bond formation during the overall dearomative process. Moving away from classical hydrogenation-based strategies a wide range of reagents were found to be capable of initiating dearomatisation through nucleophilic addition (typically a reduction) or photochemically induced radical addition. The dearomatisation process gives rise to reactive intermediates which can be intercepted in an intra- or intermolecular fashion to deliver products with significantly increased molecular complexity when compared to simple dearomatisation. In this Perspective recent examples and strategies for the dearomative functionalisation of heteroaromatic systems will be discussed.

Graphical abstract: Recent advances in the dearomative functionalisation of heteroarenes

Article information

Article type
Perspective
Submitted
19 aug 2022
Accepted
04 nov 2022
First published
17 nov 2022
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2022,13, 14213-14225

Recent advances in the dearomative functionalisation of heteroarenes

N. Kratena, B. Marinic and T. J. Donohoe, Chem. Sci., 2022, 13, 14213 DOI: 10.1039/D2SC04638E

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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