Phosphine-Mediated Decarboxylative C(sp3)–S Cross-Coupling of Aliphatic Carboxylic Acids Using Diaryl Disulfides as Bifunctional Reagents
Abstract Herein, we report a phosphine-mediated decarboxylative thioetherification of aliphatic carboxylic acids. This method uses odorless diaryl disulfides as bifunctional reagents, activating aliphatic carboxylic acid substrates and providing a sulfur source. This strategy features mild conditions, is free of transition metals and photocatalysts, tolerates diverse functional groups, and enables the late-stage modification of bioactive molecules. Furthermore, mechanistic studies support a radical pathway involving thioester and NHPI ester intermediates.
Authors
- Lan Yang (ORCID: https://orcid.org/0000-0002-8683-2726)
- Penglin Zhang (ORCID: https://orcid.org/0009-0003-7851-0537)
- Siyu Gao (ORCID: https://orcid.org/0000-0003-4829-5605)
- Xiao-Hui Ye
Institutions
- Tianjin University of Science and Technology (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2026-09-25
- DOI
- https://doi.org/10.1021/acs.orglett.6c03122
- Primary Topic
- Sulfur-Based Synthesis Techniques
- Type
- article
- Field-Weighted Citation Impact
- 0.00