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- Title
Electron Donor‐Acceptor Complex Driven Photocatalyst‐Free Trifluoromethylation of Heterocycles.
- Authors
Li, Yufei; Hou, Jie; Zhang, Pei; Dai, Peng; Gu, Yu‐Cheng; Xia, Qing; Zhang, Weihua
- Abstract
Heterocyclic trifluoromethylation is efficiently initiated through a photochemical reaction utilizing an electron donor–acceptor (EDA) complex, proceeding smoothly without the use of photocatalysts, transition‐metal catalysts, or additional oxidants. This method has been optimized through extensive experimentation, demonstrating its versatility and efficacy across various substrates, including quinoxalinones, coumarins, and indolones. Notably, this approach enables the practical synthesis of trifluoromethylated quinoxalinones on a gram scale. Mechanistic investigations that incorporate radical trapping and ultraviolet/visible spectroscopy, confirmed the formation of the an EDA complex and elucidated the reaction pathways. This study highlights the crucial role of EDA photoactivation in trifluoromethylation, significantly expanding the application scope of EDA complexes in chemical synthesis.
- Subjects
UNITED States. Economic Development Administration; ELECTRON donor-acceptor complexes; ETHYLENEDIAMINE; OPTICAL spectroscopy; HETEROCYCLIC compounds; CHEMICAL synthesis; TRANSITION metal catalysts
- Publication
Chemistry - A European Journal, 2024, Vol 30, Issue 31, p1
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.202400237