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Solvent-Enabled Radical Selectivities: Controlled Syntheses of Sulfoxides and Sulfides
Ist Teil von
Angewandte Chemie (International ed.), 2016-01, Vol.55 (3), p.1094-1097
Auflage
International ed. in English
Ort / Verlag
Germany: Blackwell Publishing Ltd
Erscheinungsjahr
2016
Link zum Volltext
Quelle
Alma/SFX Local Collection
Beschreibungen/Notizen
Controlling selectivity is of central importance to radical chemistry. However, the highly reactive and unstable radical intermediates make this task especially challenging. Herein, a strategy for taming radical redox reactions has been developed, in which solvent‐bonding can alter the reactivity of the generated radical intermediates and thereby drastically alter the reaction selectivity at room temperature. Various β‐oxy sulfoxides and β‐hydroxy sulfides can be facilely obtained, some of which are difficult to synthesize by existing methods. Notably, neither a metal catalyst nor any further additives are necessary in these processes.
Solvent selection alters the reactivity of the generated reaction intermediate and drastically switches the reaction selectivity under simple and mild conditions. Various β‐oxy sulfoxides and β‐hydroxy sulfides could be facilely obtained from readily available starting materials. Importantly, neither a metal catalyst nor an additional additive was necessary in these transformations.