Radical α-Trifluoromethoxylation of Ketones under Batch and Flow Conditions by Means of Organic Photoredox Catalysis
Abstract
The first light-driven method for the α-trifluoromethoxylation of ketones is reported. Enol carbonates react with N-trifluoromethoxy-4-cyano-pyridinium, using the photoredox catalyst 4-CzIPN under 456 nm irradiation, affording the α-trifluoromethoxy ketones in ≤50% isolated yield and complete chemoselectivity. As shown by 29 examples, the reaction is general and proceeds very rapidly under batch (1 h) and flow conditions (2 min). Diverse product manipulations demonstrate the synthetic potential of the disclosed method in accessing elusive trifluoromethoxylated bioactive ingredients. Show more
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https://doi.org/10.3929/ethz-b-000508248Publication status
publishedExternal links
Journal / series
Organic LettersVolume
Pages / Article No.
Publisher
American Chemical SocietyOrganisational unit
03363 - Togni, Antonio (emeritus) / Togni, Antonio (emeritus)
03363 - Togni, Antonio (emeritus) / Togni, Antonio (emeritus)
03363 - Togni, Antonio (emeritus) / Togni, Antonio (emeritus)
03363 - Togni, Antonio (emeritus) / Togni, Antonio (emeritus)
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