Nucleophilic strategies to construct –CF2– linkages using borazine-CF2Ar reagents?

Chemical Communications Pub Date: 2022-09-30 DOI: 10.1039/D2CC01938H

Abstract

Using a Lewis acid-quenched CF2Ph? reagent, we show C–C bond formation through nucleophilic addition reactions to prepare molecules containing internal –CF2– linkages. We demonstrate C(sp2)–C(sp3) coupling using both SNAr reactions and Pd-catalysis. Finally, C(sp3)–C(sp3) bonds are forged using operationally simple SN2 reactions that tolerate medicinally-relevant motifs.

Graphical abstract: Nucleophilic strategies to construct –CF2– linkages using borazine-CF2Ar reagents
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