Blue Vitriol Catalyzed Decarboxylative C–C Cross-Coupling of α,β-Unsaturated Acids for C–H Functionalization of Unactivated Ethers
Herein, we introduce a visible-light-induced copper-catalyzed decarboxylative C(sp<sup>3</sup>)-C(sp<sup>3</sup>) cross-coupling of α,β-unsaturated carboxylic acids with unactivated cyclic ethers. The protocol employs an underexplored catalytic combination of CuSO<sub>4</sub>·5H<sub>2</sub>O/sodium L-(+)-ascorbate merged with an iridium photocatalyst for enabling direct C2-selective functionalization of cyclic ethers under ambient conditions. This transformation provides modular access to 2-oxyalkylated ketones via a rare anti-Giese-type radical addition. A wide range of cinnamic acid derivatives, including electron-rich, electron-deficient, heteroaryl, and sterically hindered substrates, as well as complex bioactive and natural product-derived motifs, have been tolerated with excellent yields. Detailed mechanistic investigations support a Cu/Ir dual-catalytic pathway involving oxygen-derived radical intermediates and copper-assisted decarboxylation.
Authors
- Souvik Maiti (ORCID: https://orcid.org/0000-0001-9897-1419)
- Subal Mondal
- Pradyut Ghosh (ORCID: https://orcid.org/0000-0002-5503-6428)
- Siba P. Midya (ORCID: https://orcid.org/0000-0002-4397-0811)
- Soumya Mondal (ORCID: https://orcid.org/0009-0003-0709-0803)
Institutions
- Indian Association for the Cultivation of Science (IN)
Publication Details
- Journal
- Organic Letters
- Published
- 2026-03-26
- DOI
- https://doi.org/10.1021/acs.orglett.6c00723
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 0.00