Use of Aliphatic Carboxylic Acid Derivatives for NHC/Photoredox-Catalyzed meta-Selective Acylation of Electron-Rich Arenes

Yamato Goto; Sho Murakami; Yuto Sumida; Hirohisa Ohmiya

doi:10.1055/a-2281-2975

Synthesis, Table of Contents

Synthesis 2024; 56(21): 3327-3333
DOI: 10.1055/a-2281-2975

paper

Special Issue PSRC-10 (10th Pacific Symposium on Radical Chemistry)

Use of Aliphatic Carboxylic Acid Derivatives for NHC/Photoredox-Catalyzed meta-Selective Acylation of Electron-Rich Arenes

Yamato Goto

^aDivision of Pharmaceutical Sciences, Graduate School of Medical Sciences, Kanazawa University, Kakuma-machi, Kanazawa, Japan

,

Sho Murakami

^bInstitute for Chemical Research, Kyoto University, Gokasho, Uji, Kyoto, Japan

,

Yuto Sumida

^cLaboratory of Chemical Bioscience, Institute of Biomaterials and Bioengineering, Tokyo Medical and Dental University, Tokyo, Japan

,

Hirohisa Ohmiya ∗

^bInstitute for Chemical Research, Kyoto University, Gokasho, Uji, Kyoto, Japan

› Author Affiliations

Abstract

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Abstract

We describe the use of acyl imidazoles derived from aliphatic carboxylic acids for the N-heterocyclic carbene/organic photoredox co-catalyzed meta-selective functionalization of electron-rich arenes. Compared to our previous work, a change of the wavelength of the applied LED light from 440 nm to 390 nm promotes this reaction efficiently.

Key words

N-heterocyclic carbene - photoredox catalysis - meta-selectivity - acylation - arenes

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References

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Supplementary Material

Supporting Information