title: One-pot synthesis of hypervalent iodine reagents for electrophilic trifluoromethylation.
abstract: Simplified syntheses suited for large scale preparations of the two hypervalent iodine reagents 1 and 2 for electrophilic trifluoromethylation are reported. In both cases, the stoichiometric oxidants sodium metaperiodate and tert-butyl hypochlorite have been replaced by trichloroisocyanuric acid. Reagent 1 is accessible in a one-pot procedure from 2-iodobenzoic acid in 72% yield. Reagent 2 was prepared via fluoroiodane 11 in a considerably shorter reaction time and with no need of an accurate temperature control.
authors.affiliation: Department of Chemistry and Applied Biosciences, Swiss Federal Institute of Technology, ETH Zürich, CH-8093 Zürich, Switzerland.
authors.forename: Václav
authors.initials: V
authors.lastname: Matoušek
authors.forename: Ewa
authors.initials: E
authors.lastname: Pietrasiak
authors.forename: Rino
authors.initials: R
authors.lastname: Schwenk
authors.forename: Antonio
authors.initials: A
authors.lastname: Togni
mesh_terms: D006845:Hydrocarbons, Fluorinated / Q000138:chemical synthesis* / Q000737:chemistry; D006847:Hydrocarbons, Iodinated / Q000138:chemical synthesis* / Q000737:chemistry; D007202:Indicators and Reagents / Q000138:chemical synthesis* / Q000737:chemistry; D008745:Methylation; D015394:Molecular Structure
chemical_list: D006845:Hydrocarbons, Fluorinated; D006847:Hydrocarbons, Iodinated; D007202:Indicators and Reagents