Electrochemical oxidative CF₃ radical-induced lactonization and etherification of terminal and internal alkenes

Grigolato, Riccardo ; Fantoni, Tommaso ; Autuori, Giuseppe ; Lattanzi, Matteo ; Ferrazzano, Lucia ; Cabri, Walter ; Tolomelli, Alessandra (2025) Electrochemical oxidative CF₃ radical-induced lactonization and etherification of terminal and internal alkenes. University of Bologna. DOI 10.6092/unibo/amsacta/8336. [Dataset]
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Abstract

The dataset contains all the NMR spectra of the CF3 containing lactones and cyclic ethers synthetized with an electrochemical strategy. The protocol developed facilitates the synthesis of functionalized lactones and cyclic ethers from both terminal and internal alkenes exploiting the advantages of electrochemistry. Mechanistic insights, supported by cyclic voltammetry, radical trapping experiments, and DFT calculations, confirm the involvement of CF3 radicals. This metal-free protocol offers a sustainable and practical approach for accessing pharmacologically relevant scaffolds, underlining its potential for applications in medicinal chemistry.

Abstract
Tipologia del documento
Dataset
Autori
AutoreAffiliazioneORCID
Grigolato, RiccardoTolomelli-Cabri Lab, Center for Chemical Catalysis, Department of Chemistry “Giacomo Ciamician”, University of Bologna, via Gobetti, 85-40129 Bologna, Italy
Fantoni, TommasoTolomelli-Cabri Lab, Center for Chemical Catalysis, Department of Chemistry “Giacomo Ciamician”, University of Bologna, via Gobetti, 85-40129 Bologna, Italy0000-0002-9052-3432
Autuori, GiuseppeTolomelli-Cabri Lab, Center for Chemical Catalysis, Department of Chemistry “Giacomo Ciamician”, University of Bologna, via Gobetti, 85-40129 Bologna, Italy
Lattanzi, MatteoTolomelli-Cabri Lab, Center for Chemical Catalysis, Department of Chemistry “Giacomo Ciamician”, University of Bologna, via Gobetti, 85-40129 Bologna, Italy
Ferrazzano, LuciaTolomelli-Cabri Lab, Center for Chemical Catalysis, Department of Chemistry “Giacomo Ciamician”, University of Bologna, via Gobetti, 85-40129 Bologna, Italy0000-0002-7083-2211
Cabri, WalterTolomelli-Cabri Lab, Center for Chemical Catalysis, Department of Chemistry “Giacomo Ciamician”, University of Bologna, via Gobetti, 85-40129 Bologna, Italy0000-0001-7865-0474
Tolomelli, AlessandraTolomelli-Cabri Lab, Center for Chemical Catalysis, Department of Chemistry “Giacomo Ciamician”, University of Bologna, via Gobetti, 85-40129 Bologna, Italy0000-0003-4202-1136
Parole chiave
Lactones, Cyclic ethers, Langlois, CF3, Electrochemistry
Settori scientifico-disciplinari
DOI
Contributors
Contributor
Affiliazione
ORCID
Tipo
Fantoni, Tommaso
Tolomelli-Cabri Lab, Center for Chemical Catalysis, Department of Chemistry “Giacomo Ciamician”, University of Bologna, via Gobetti, 85-40129 Bologna, Italy
Contact person
Data di deposito
07 Mag 2025 09:32
Ultima modifica
07 Mag 2025 09:46
URI

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