2-Position-selective C-H fluoromethylation of six-membered heteroaryl N-oxides with (fluoromethyl)triphenylphosphonium iodide

A mild and efficient method for the regioselective C-H fluoromethylation of heteroaryl N-oxides with (fluoromethyl)triphenylphosphonium iodide is presented. With LiOt-Bu as the base and HMSO as the solvent, this reaction delivers a series of C2-fluommethylated pyridine and quinoline derivatives in moderate to good yields. This protocol also extends the synthetic applications of (fluommethyl)triphenylphosphonium iodide.

Automated summary

A mild and efficient method for regioselective C-H fluoromethylation of heteroaryl N-oxides using (fluoromethyl)triphenylphosphonium iodide is presented. This reaction yields a series of C2-fluoromethylated pyridine and quinoline derivatives in moderate to good yields when LiOt-Bu is used as the base and HMSO as the solvent, extending the synthetic applications of (fluoromethyl)triphenylphosphonium iodide.