Scheme 3. One-pot reactions enabled by CF3SO2F gas generation. (A) One-pot, two-step method of aryl triflate generation followed by Suzuki–Miyaura cross-coupling. (B) Amide synthesis with in situ generated acyl fluorides. The yield corresponds in all cases to the isolated yield after column chromatography without isolation of the intermediates; the enantiomeric excess (ee) was determined by HPLC analysis. [a] DMF was used in the generation chamber instead of MeCN for volatility reasons. [b] NaHCO3 was used as the only base (1.5 + 2.2 equiv. in step 1 and 2, resp.), with 1,4-dioxane/H2O 5 : 1 as the solvent, step 2 was heated to 80 °C. [c] Pd(OAc)2 (2.0 mol%) and PCy3 (2.4 mol%) were used. [d] The product was isolated as a 92 : 8 mixture of diastereoisomers, which was detected by 1H NMR.
