Issue 4, 2020

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

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

Supplementary files

Article information

Article type
Communication
Submitted
14 Nov 2019
Accepted
03 Dec 2019
First published
03 Dec 2019

Chem. Commun., 2020,56, 599-602

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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