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.


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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.

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Publication History

Received: 28 January 2024

Accepted after revision: 05 March 2024

Accepted Manuscript online:
05 March 2024

Article published online:
25 March 2024

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