Radical Reactions

A. F. Parsons, T. F. Parsons

Research output: Chapter in Book/Report/Conference proceedingChapter


Methods continue to be developed for the efficient formation of carbon-centred radicals under mild reaction conditions. Based on a radical trapping experiment, EPR analysis, and previous reports, a plausible mechanism is postulated that starts by reaction of an iron(II) complex with tert-butyl hydroperoxide, to generate an alkoxyl radical and an HO–Fe(III) complex. More generally, the formation of C–S bonds by addition of sulfur-centred radicals, generated using photocatalytic methods, to alkenes (and other unsaturated functional groups) has been reviewed. The radical cyclization of halo-alkenes promoted by NiX 2 and terpyridine, has been shown to afford 5-membered cyclic products with a functionalised sidechain derived from an arylzinc reagent. 1, 4- and 1, 5-diketones can be prepared by an intermolecular oxidative radical addition to aromatic aldehydes, involving a silver(I)-catalyzed radical ring opening acylation of cyclopropanols and cyclobutanols.

Original languageEnglish
Title of host publicationOrganic Reaction Mechanisms 2018
Subtitle of host publicationAn annual survey covering the literature dated January to December 2018
PublisherJohn Wiley & Sons Inc.
Number of pages39
ISBN (Electronic)9781119531975
ISBN (Print)9781119531968
Publication statusPublished - 27 Aug 2021

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