Photoinduced selective perfluoroalkylation of terminal alkynes < em > via < /em > electron donor-acceptor complexes

Chem Commun (Camb). 2024 Feb 8. doi: 10.1039/d4cc00105b. Online ahead of print.ABSTRACTHerein, we report a photoinduced selective perfluoroalkylation of terminal alkynes driven by the noncovalent interaction between a thymol anion and fluoroalkyl iodides. By precisely tuning the reaction solvent, a wide range of 37 structurally diverse perfluoroalkylated alkynes and alkenes, including ibuprofen, empagliflozin, galactose, isoxepac and indomethacin, were obtained in up to 92% yields. Mechanistic studies reveal the formation of EDA complexes between the thymol anion and fluoroalkyl iodides. This strategy may provide an important complement to traditional approaches to prepare useful perfluoroalkylated alkynes and alkenes.PMID:38329183 | DOI:10.1039/d4cc00105b
Source: Chemical Communications - Category: Chemistry Authors: Source Type: research