Transition-metal-catalyzed C-H bond activation as a sustainable strategy for the synthesis of fluorinated molecules: an overview

Beilstein J Org Chem. 2023 Apr 17:19:448-473. doi: 10.3762/bjoc.19.35. eCollection 2023.

Abstract

The last decade has witnessed the emergence of innovative synthetic tools for the synthesis of fluorinated molecules. Among these approaches, the transition-metal-catalyzed functionalization of various scaffolds with a panel of fluorinated groups (XRF, X = S, Se, O) offered straightforward access to high value-added compounds. This review will highlight the main advances made in the field with the transition-metal-catalyzed functionalization of C(sp2) and C(sp3) centers with SCF3, SeCF3, or OCH2CF3 groups among others, by C-H bond activation. The scope and limitations of these transformations are discussed in this review.

Keywords: C–H bond activation; emergent fluorinated groups; homogeneous catalysis; organofluorine chemistry; palladium; synthetic method.

Publication types

  • Review

Grants and funding

This work has been partially supported by University of Rouen Normandy, INSA Rouen Normandy, the Centre National de la Recherche Scientifique (CNRS), European Regional Development Fund (ERDF), Labex SynOrg (ANR-11-LABX-0029), Carnot Institute I2C, the graduate school for research XL-Chem (ANR-18-EURE-0020 XL CHEM), and Region Normandie. L.M. and T.B. thank the European Research Council (ERC) under the European Union’s Horizon 2020 research and innovation program (grant agreement no. 758710). F.D. thanks Labex SynOrg (ANR-11-LABX-0029) and the Region Normandy (RIN 50% program) for a doctoral fellowship.