Issue 83, 2022

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

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

Supplementary files

Article information

Article type
Communication
Submitted
04 Apr. 2022
Accepted
21 Sept. 2022
First published
30 Sept. 2022

Chem. Commun., 2022,58, 11705-11708

Author version available

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

M. M. Wade Wolfe, S. Guo, L. S. Yu, T. R. Vogel, J. W. Tucker and N. K. Szymczak, Chem. Commun., 2022, 58, 11705 DOI: 10.1039/D2CC01938H

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