Gold-Catalyzed Carbonylative C(sp2)–O Cross-Coupling of Organohalides with Triaryl Borates
Abstract Herein, we report a carbonylative C(sp2)–O cross-coupling of aryl and vinyl iodides with triaryl borates as aryloxy-transfer reagents utilizing ligand-enabled Au(I)/Au(III) redox catalysis. DFT calculations support a mechanism involving the formation of an ion-pair intermediate comprising a borate anion and an aryl acylium cation, followed by aryloxy transfer from borate to the acylium ion to furnish the product. Collectively, these findings demonstrate the utility of triaryl borates as aryloxy-transfer reagents for aryloxycarbonylation of organohalides.
Authors
- Nitin T. Patil (ORCID: https://orcid.org/0000-0002-8372-2759)
- Asish Bera (ORCID: https://orcid.org/0000-0002-4546-076X)
- Vincent Gandon (ORCID: https://orcid.org/0000-0003-1108-9410)
- Chandrakant Bhagwan Nichinde (ORCID: https://orcid.org/0000-0002-4864-9824)
- K. S. Ajish Kumar (ORCID: https://orcid.org/0000-0001-7796-8069)
- Arup Jyoti Das (ORCID: https://orcid.org/0000-0001-9327-8623)
- Karmveer Kumar
Institutions
- Bhabha Atomic Research Centre (IN)
- Homi Bhabha National Institute (IN)
- Université Paris-Saclay (FR)
- Indian Institute of Science Education and Research, Bhopal (IN)
Publication Details
- Journal
- Organic Letters
- Published
- 2026-11-02
- DOI
- https://doi.org/10.1021/acs.orglett.6c04325
- Primary Topic
- Catalytic Cross-Coupling Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Indian Council of Medical Research
- Centre National de la Recherche Scientifique
- Science and Engineering Research Board
- Board of Research in Nuclear Sciences