Carbonyl groups undergo the sequential installation of two nucleophilic elements, halomethyl and fluoride moieties. This formal gem-difunctionalization enables the preparation–under full chemocontrol – of vic-fluorohaloethanes by simply defining the C1 nucleophile, thus enabling access to all combinations of the four halogens.

Geminal homologative fluorination of carbonyl derivatives en route to 1-fluoro-2-haloethyl skeletons / Miele, Margherita; Castiglione, Davide; Prado-Roller, Alexander; Castoldi, Laura; Pace, Vittorio. - In: CHEMICAL COMMUNICATIONS. - ISSN 1364-548X. - 61:58(2025), pp. 10792-10795. [10.1039/d5cc01542a]

Geminal homologative fluorination of carbonyl derivatives en route to 1-fluoro-2-haloethyl skeletons

Davide Castiglione;Vittorio Pace
Ultimo
2025

Abstract

Carbonyl groups undergo the sequential installation of two nucleophilic elements, halomethyl and fluoride moieties. This formal gem-difunctionalization enables the preparation–under full chemocontrol – of vic-fluorohaloethanes by simply defining the C1 nucleophile, thus enabling access to all combinations of the four halogens.
2025
chemoselectivity; tetrahedral intermediates; nucleophilic addition; carbenoids
01 Pubblicazione su rivista::01a Articolo in rivista
Geminal homologative fluorination of carbonyl derivatives en route to 1-fluoro-2-haloethyl skeletons / Miele, Margherita; Castiglione, Davide; Prado-Roller, Alexander; Castoldi, Laura; Pace, Vittorio. - In: CHEMICAL COMMUNICATIONS. - ISSN 1364-548X. - 61:58(2025), pp. 10792-10795. [10.1039/d5cc01542a]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11573/1768092
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