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Issue 4, 2012
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Microwave assisted radical organic syntheses

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Applications of microwave (MW)-assistance to radical-mediated organic preparations and procedures are reviewed. Radical additions and cyclisations onto a wide range of acceptors benefited from the technique, as did organic halide reductions by tin hydrides and numerous cascade and sequential processes. Reaction times of chain processes initiated by AIBN were, in several cases, reduced to a few minutes. Regioselectivity in radical additions and ring closures was normally maintained under MW conditions, although stereoselectivities were usually poorer. MW methods have been developed for generation of C-, N-, O-, S- and P-centred radicals. As a result of this a notable number and diversity of heterocycles have been accessed. MW-methods have opened up several new and innocuous alternatives to toxic organotin reagents. Alkoxyamines smoothly release C-centred radicals and oxime ethers provide a variety of iminyl radicals on MW heating. In addition, several types of organo-element and organometallic precursors have yielded novel C-centred and hetero-radicals. To date applications of MW-assistance to homolytic processes are comparatively limited, but it is clear the alliance of the two holds a lot of promise.

Graphical abstract: Microwave assisted radical organic syntheses

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Article information

17 Oct 2011
09 Nov 2011
First published
20 Dec 2011

RSC Adv., 2012,2, 1264-1274
Article type
Review Article

Microwave assisted radical organic syntheses

R. T. McBurney, F. Portela-Cubillo and J. C. Walton, RSC Adv., 2012, 2, 1264
DOI: 10.1039/C1RA00909E

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