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
a   Division of Pharmaceutical Sciences, Graduate School of Medical Sciences, Kanazawa University, Kakuma-machi, Kanazawa, Japan
,
Sho Murakami
b   Institute for Chemical Research, Kyoto University, Gokasho, Uji, Kyoto, Japan
,
Yuto Sumida
c   Laboratory of Chemical Bioscience, Institute of Biomaterials and Bioengineering, Tokyo Medical and Dental University, Tokyo, Japan
,
b   Institute for Chemical Research, Kyoto University, Gokasho, Uji, Kyoto, Japan
› Author Affiliations
This work was supported by the Japan Society for the Promotion of Science (JSPS), KAKENHI (Grant Nos. JP21H04681 and JP23H04912) to H.O.


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.

Supporting Information



Publication History

Received: 28 January 2024

Accepted after revision: 05 March 2024

Accepted Manuscript online:
05 March 2024

Article published online:
25 March 2024

© 2024. Thieme. All rights reserved

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