Abstract
The S-trifluoromethylation of thiols is accomplished using a simple and cost-effective organic catalyst (diacetyl) along with a bench-stable and environmentally friendly trifluoro methylating reagent (Langloi's reagent). Under optimized conditions (2.5 equivalents of Langlois reagent, Blue LED irradiation, 48-h reaction time at room temperature), the reaction yielded up to 81% S-trifluoro methylated product. This method's high yields, compatibility with a broad substrate scope (aliphatic, heteroaromatic, and aromatic thiols), and environmentally friendly conditions demonstrate its potential for broader synthetic applications. In contrast to traditional methods that rely on organometallic catalysts and environmentally hazardous reagents, this novel photoredox catalysis method offers a more economical and sustainable alternative for S-trifluoromethylation of thiols.
Recommended Citation
R. Rafiu et al., "Metal-Free Photoredox Catalysis for the S-Trifluoromethylation of Thiols," Catalysis Letters, vol. 155, no. 1, article no. 51, Springer, Jan 2025.
The definitive version is available at https://doi.org/10.1007/s10562-024-04860-2
Department(s)
Chemistry
Keywords and Phrases
Diacetyl; Langlois reagent; Photoredox catalysis; S-Trifluoromethylation; Thiols
International Standard Serial Number (ISSN)
1572-879X; 1011-372X
Document Type
Article - Journal
Document Version
Citation
File Type
text
Language(s)
English
Rights
© 2025 Springer, All rights reserved.
Publication Date
01 Jan 2025