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The development of methods based on direct oxidative cleavage of alkynes to carbonyls is an extremely challenging task. In this work, we describe a UV light-driven, potassium/sodium poly(heptazine imide) (K,Na-PHI)-catalyzed protocol for the selective oxidative cleavage of alkynes to acids under an O
2
atmosphere using water as a solvent. Various aromatic alkynes can be selectively cleaved to afford aromatic acids in good to high yield under clean, mild conditions. Mechanistic investigation indicates that the photogenerated hydroxyl radicals
in situ
act as green oxidation active species. Moreover, this protocol could be further developed as a sequential oxidative cleavage/esterification process for the preparation of aryl esters. Notably, the KNaPHI-II/water catalyst system could be used several times without significant loss of activity.
A photocatalytic aerobic cleavage of alkynes to carbonyls in aqueous medium is described.
Sprache
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Identifikatoren
ISSN: 1477-0520
eISSN: 1477-0539
DOI: 10.1039/d2ob01640k
Titel-ID: cdi_rsc_primary_d2ob01640k
Format
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