Decarboxylative Functionalization of Carboxylic Acids with Easily Oxidizable, Unstable, and Difficult Substituents Under Visible Light Irradiation

Tamaki, Sota; Kusamoto, Tetsuro; Tsurugi, Hayato

ChemCatChem, 2025, e202402106

Number of Access:379（2025-08-14 06:28 Counts）

Identifier to cite or link to this item: https://hdl.handle.net/11094/100964

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Title
Decarboxylative Functionalization of Carboxylic Acids with Easily Oxidizable, Unstable, and Difficult Substituents Under Visible Light Irradiation
Creator
CreatorName
Tamaki, Sota
NRID
1000090585192 1000090585192
ORCID
0000-0001-8391-4526 0000-0001-8391-4526
researchmap permalink
kusamoto_tetsuro kusamoto_tetsuro
CreatorName
Kusamoto, Tetsuro
NRID
1000060432514 1000060432514
ORCID
0000-0003-2942-7705 0000-0003-2942-7705
researchmap permalink
h_tsu h_tsu
Scopus Author ID
6505993971 6505993971
CreatorName
Tsurugi, Hayato
Subject
Carboxylic acids
Decarboxylation
Radical
Transition-metal catalysis
Visible light
Description
Tamaki S., Kusamoto T., Tsurugi H.. Decarboxylative Functionalization of Carboxylic Acids with Easily Oxidizable, Unstable, and Difficult Substituents Under Visible Light Irradiation. ChemCatChem , (2025); https://doi.org/10.1002/cctc.202402106.
Abstract
Decarboxylative functionalization of carboxylic acids via carboxyl radical generation is an important strategy in organic synthesis. Carboxylic acids, widely found in nature as amino acids, peptides, fatty acids, and sugar acids, have the high abundance, accessibility, and stability. Decarboxylation of simple carboxylic acids such as acetic acid and fluoroalkyl carboxylic acids leads to the formation of synthetically useful methyl and fluoroalkyl radicals. The high stability of the carboxyl group toward air and moisture as well as the high functional group tolerance of radical reactions enable the application of aliphatic carboxylic acid functionalities in late-stage transformations during the synthesis of complicated organic molecules, such as natural products and pharmaceuticals. This review focuses on recent advancements in decarboxylative functionalization under visible light irradiation, highlighting carboxylic acids with easily oxidizable, unstable, and difficult substituents. In addition to visible-light-induced transformations, this review summarizes electrochemical and thermal reactions as complementary methods for decarboxylative transformations.
Publisher
John Wiley and Sons Inc
Source Title
ChemCatChem
Page
e202402106
Date of Issued
2025-03-03
Language
English
Handle URL
https://hdl.handle.net/11094/100964
PISSN
18673880
eISSN
18673899
Relation.isIdenticalTo
DOI (Publisher Version)
https://doi.org/10.1002/cctc.202402106
Access Rights
open access
CopyRight
This article is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.
oaire:version
Version of Record
Category
学術雑誌論文 Journal Article