Catalytic Fluoroalkylation Reactions of Alcoxy‐subtituted (Hetero)Arenes

YERIEN, DAMIAN E.; LANTAÑO, BEATRIZ; BARATA-VALLEJO, SEBASTIÁN; POSTIGO, AL

CHEMCATCHEM

WILEY-V C H VERLAG GMBH

Año: 2021 vol. 13 p. 4497 - 4506

1867-3880

http://dx.doi.org/10.1002/cctc.202100997.Electron-rich alcoxy-substituted (hetero)arenes and electrophilic fluoroalkyl moieties represent advantageous partners for substitution reactions due to their electronic match. Fluoroalkylation strategies of alcoxy-substituted (hetero)arenes are herein presented which depict photocatalytic and thermal methods. Photocatalytic methods rely on the use of diverse photocatalysts such as Ru(bpy)3Cl2, tetrabutylammonium decatungstate TBADT, N-doped carbon nanodots NCNDs, and vitamin derivatives which can partner with the Langlois reagent NaSO2CF3, CF3CO2H, and perfluoroalkyl iodides RF-I as fluoroalkylating reagents. Also, electrocatalytic methods that make use of the cathodic reduction of CF3SO2Cl to generate CF3 radicals can achieve trifluoromethylation reactions of alcoxy-substituted (hetero)arenes. On the other hand, thermal methodologies comprising Pd(OAc)2 catalysis and using CF3Br as trifluoromethylating source have been implemented