title: Methyl fluorosulfonyldifluoroacetate (MFSDA): An Underutilised Reagent for Trifluoromethylation.
abstract: The introduction of fluorine groups to pharmaceutical compounds can have a dramatic effect on the lipophilicity and metabolic stability of the molecule in vivo. Around 20 % of drugs contain at least one fluorine atom. The trifluoromethyl group is known to have beneficial effects and can dramatically affect the biological activity when substituted for a methyl group, for example. In any case, the direct and late-stage introduction of a trifluoromethyl group is a powerful transformation in the tool box of the medicinal chemist. The use of methyl fluorosulfonyldifluoroacetate (MFSDA) as a relatively inexpensive reagent for trifluoromethylation was first reported in 1989; however, in our opinion it has been somewhat underutilised. Herein, a comprehensive review of trifluoromethylation using MFSDA is reported, which we hope will further expose readers to this useful reagent.
authors.affiliation: Department of Chemistry and Analytical and Biological Chemistry Research Facility (ABCRF), University College Cork, College Road, Cork, Ireland.
authors.forename: Sarah L
authors.initials: SL
authors.lastname: Clarke
authors.affiliation: Department of Chemistry and Analytical and Biological Chemistry Research Facility (ABCRF), University College Cork, College Road, Cork, Ireland.
authors.forename: Gerard P
authors.initials: GP
authors.lastname: McGlacken
keywords: fluorine; methyl fluorosulfonyldifluoroacetate; trifluoromethylation