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Photochemical fluoro-amino etherification reactions of aryldiazoacetates with NFSI under stoichiometric conditions

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Abstract

Herein, we report on a photochemical three-component reaction of aryldiazoacetates with NFSI and cyclic ethers. This method allows the introduction of both fluorine and a short ether sidechain using 1,4-dioxane as solvent in high yields via an ylide pathway as demonstrated by DFT calculations (26 examples, up to 99% yield).

Graphical abstract: Photochemical fluoro-amino etherification reactions of aryldiazoacetates with NFSI under stoichiometric conditions

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Publication details

The article was received on 14 Nov 2019, accepted on 03 Dec 2019 and first published on 03 Dec 2019


Article type: Communication
DOI: 10.1039/C9CC08888A
Chem. Commun., 2020, Advance Article

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    Photochemical fluoro-amino etherification reactions of aryldiazoacetates with NFSI under stoichiometric conditions

    F. He, C. Pei and R. M. Koenigs, Chem. Commun., 2020, Advance Article , DOI: 10.1039/C9CC08888A

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