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Issue 4, 2020
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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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Supplementary files

Article information


Submitted
14 Nov 2019
Accepted
03 Dec 2019
First published
03 Dec 2019

Chem. Commun., 2020,56, 599-602
Article type
Communication

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

F. He, C. Pei and R. M. Koenigs, Chem. Commun., 2020, 56, 599 DOI: 10.1039/C9CC08888A

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