Synthesis of γ-lactols, γ-lactones and 1,4-monoprotected succinaldehydes under moderately concentrated sunlight

作者: Daniele Dondi , Stefano Protti , Angelo Albini , Sonia Mañas Carpio , Maurizio Fagnoni

DOI: 10.1039/B904427B

关键词: Aqueous solutionAlkylationSunlightChemistryHydrogen atom abstractionSolar lightMaleic acidPhotocatalysisOrganic chemistrySolar concentratorPhotochemistry

摘要: The usefulness of solar light for carrying out photocatalytic reactions involving the formation a carbon–carbon bond has been explored. Thus, some radical alkylations α,β-unsaturated acids or aldehydes have carried in mixed aqueous solution. Under these conditions, alkyl radicals are generated from i-PrOH and 1,3-dioxolane by photocatalyzed hydrogen abstraction. A water soluble photocatalyst (disodium benzophenondisulfonate, BPSS) was used, which greatly simplifies work up. With reasonably efficient traps (e.g. maleic acid), syntheses could be up to completion on 10 gram scale within 10–15 hours exposure sunlight concentrator (SOLFIN apparatus) November Almeria (Spain). alkylation likewise performed under same conditions.

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