Late-Stage Hydroxycarbonylation of Aryl Thianthrenium Salts Utilizing Chloroform-COware Chemistry
Late-stage installation of carboxylic acid groups via carbonylation is often limited by the use of toxic CO gas or expensive surrogates. While chloroform-derived CO has proven effective in two-chamber systems for aminocarbonylation, carbonylative Suzuki coupling, and ester formation from aryl iodides, direct hydroxycarbonylation remains challenging. Herein, we report a mild and efficient palladium-catalyzed hydroxycarbonylation of aryl thianthrenium salts using water as the nucleophilic source and chloroform as a CO surrogate in a two-chamber (COware) setup. The unique reactivity of aryl thianthrenium salts facilitates regioselective late-stage functionalization (LSF) of structurally complex molecules.
Authors
- Parthasarathi Das (ORCID: https://orcid.org/0000-0002-9306-4956)
- Arijit Jash
- Ashif Iqubal (ORCID: https://orcid.org/0009-0001-9708-7426)
Institutions
- Indian Institute of Technology Dhanbad (IN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2026-06-25
- DOI
- https://doi.org/10.1021/acs.joc.6c00717
- Primary Topic
- Sulfur-Based Synthesis Techniques
- Type
- article
- Field-Weighted Citation Impact
- 0.00