Abstract
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 language | English |
|---|---|
| Title of host publication | Organic Reaction Mechanisms 2018 |
| Subtitle of host publication | An annual survey covering the literature dated January to December 2018 |
| Publisher | John Wiley & Sons Inc. |
| Pages | 553-591 |
| Number of pages | 39 |
| ISBN (Electronic) | 9781119531975 |
| ISBN (Print) | 9781119531968 |
| DOIs | |
| Publication status | Published - 27 Aug 2021 |
Bibliographical note
Publisher Copyright:© 2021 JohnWiley & Sons Ltd.