Parallel Minisci Reaction of gem-Difluorocycloalkyl Building Blocks

13 February 2024, Version 1
This content is a preprint and has not undergone peer review at the time of posting.


Parallel Minisci reactions of non-fluorinated and gem-difluorinated C4–C7 cycloalkyl building blocks (trifluoroborates and carboxylic acids) with a series of electron-deficient heterocycles were studied. A comparison of the reaction’s outcome revealed better product yields in the case of carboxylic acids as the radical precursors in most cases, albeit these reagents were used with three-fold excess under optimized conditions. The nature of the heterocyclic core was found to be important for the successful incorporation of the cycloalkyl fragment. The impact of the CF2 moiety on the oxidation potential of fluorinated cycloalkyl trifluoroborates and the reaction outcome, in general, was also evaluated.


radical reactions
carboxylic acids

Supplementary materials

Supporting Information
Experimental details and copies of NMR spectra.


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