Photocatalytic Decyanative Borylation of Dicyanoarenes Enabled by Radical–Radical Coupling
Cyanoarenes are important scaffolds in pharmaceutical and materials science and serve as versatile building blocks in synthetic chemistry. Herein, we report an orthogonal strategy for the decyanative borylation of dicyanoarenes via radical-radical coupling between amine-ligated boryl radicals and dicyanoarene-derived radical anions, enabled by an oxidative quenching photoredox cycle. Importantly, the resulting amine-borane adducts readily engage in Suzuki-Miyaura cross-couplings with aryl halides, including late-stage functionalization of bioactive compounds.
Authors
- Kazutake Takada (ORCID: https://orcid.org/0000-0001-9876-2510)
- Tsunayoshi Takehara (ORCID: https://orcid.org/0000-0002-4113-7578)
- Shuichi Nakamura (ORCID: https://orcid.org/0000-0001-5633-8367)
- Daniele Leonori (ORCID: https://orcid.org/0000-0002-7692-4504)
- Naoki Yasukawa (ORCID: https://orcid.org/0000-0002-7994-0470)
- Ryota Nomura (ORCID: https://orcid.org/0000-0001-5510-8535)
- Takeyuki Suzuki (ORCID: https://orcid.org/0000-0002-2137-0276)
- Waka Okada
Institutions
- Nagoya Institute of Technology (JP)
- RWTH Aachen University (DE)
- The University of Osaka (JP)
Publication Details
- Journal
- Organic Letters
- Published
- 2026-07-27
- DOI
- https://doi.org/10.1021/acs.orglett.6c02736
- Primary Topic
- Organoboron and organosilicon chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Tokuyama Science Foundation
- Amano Institute of Technology
- Research Foundation for the Electrotechnology of Chubu
- Japan Society for the Promotion of Science