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N-Heterocyclic Carbene Catalyzed Photoenolization/Diels-Alder Reaction of Acid Fluorides

Lookup NU author(s): Dr Matt HopkinsonORCiD

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This work is licensed under a Creative Commons Attribution 4.0 International License (CC BY 4.0).

Abstract

Photo-NHC catalysis is introduced as a strategy for engaging hitherto unsuitable carbonyl substrates at the carboxylic acid oxidation level in photochemical transformations of aldehydes and ketones. This approach enables an NHC-catalyzed photoenolization/Diels–Alder (PEDA) reaction of acid fluorides to isochroman-1-ones. The NHC likely acts as a “transient aryl group” that temporarily changes the photochemical properties of the carbonyl substrate.

Publication metadata

Author(s): Mavroskoufis A, Rajes K, Golz P, Agrawal A, Russ V, Götze JP, Hopkinson MN

Publication type: Article

Publication status: Published

Journal: Angewandte Chemie International Edition

Year: 2020

Volume: 59

Issue: 8

Pages: 3190-3194

Print publication date: 10/02/2020

Online publication date: 09/01/2020

Acceptance date: 19/11/2019

Date deposited: 16/11/2021

ISSN (print): 1433-7851

ISSN (electronic): 1521-3773

Publisher: Wiley

URL: https://doi.org/10.1002/anie.201914456

DOI: 10.1002/anie.201914456

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