UV Light-Mediated Generation of Ketyl Radicals with a Concurrent 1,2-Boron Shift and One-Pot Synthesis of Benzoxaboroles under Continuous-Flow Conditions
The photocatalyzed reactions using metal and organic photocatalysts generate ketyl radicals by a single-electron transfer, proton-coupled electron transfer mechanism. Photocatalyst-free UV light-mediated generation of ketyl radicals in the presence of bis(pinacoloto)diboron (B<sub>2</sub>pin<sub>2</sub>) is developed. The addition of the Bpin radical to a carbonyl group followed by a 1,2-boron shift generated a thermodynamically favorable ketyl radical. This method was applied to the one-pot synthesis of benzoxaboroles from <i>o</i>-halo benzaldehydes.
Authors
- K. Naveen Kumar
- Chandrakant Sahu (ORCID: https://orcid.org/0000-0002-5502-0397)
- Sharada Prasanna Swain (ORCID: https://orcid.org/0000-0002-9708-9376)
- Devendra K. Dhaked (ORCID: https://orcid.org/0000-0001-6349-7649)
- Pranjal Mahindrakar
Institutions
- National Institute of Pharmaceutical Education and Research (IN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-12-23
- DOI
- https://doi.org/10.1021/acs.orglett.5c04213
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.00