A Brønsted acid-base approach for the net monoselective C-F substitution of (trifluoromethyl)alkanes.

Authors

Nicholas J Coradi, Jeffrey S Bandar

Published in

Chemical science. Volume 17. Issue 19. Pages 9644-9652. May 20, 2026. Epub Mar 17, 2026.

Abstract

We disclose a method for the net coupling of nucleophiles with a single fluorine of unactivated (trifluoromethyl)alkanes. The process occurs via an initial base-promoted dehydrofluorination/defluorinative nucleophilic addition cascade to generate vinylfluoride intermediates that undergo a rapid hydrofluorination second step to yield gem-difluorinated products. Thus, the aliphatic-CF₃ group of commercial building blocks and complex medicinal compounds can now be transformed into numerous classes of valuable α,α-difluoro(thio)ether substructures in an efficient and modular manner.

PMID:
41908634
Bibliographic data and abstract were imported from PubMed on 12 Sep 2026.

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