title: An unexpected reaction of trimethylsilyl fluorosulfonyldifluoroacetate (TFDA) with imidazoles. Formation of N-difluoromethylthioureas.
abstract: A new reaction of the efficient difluorocarbene-generating reagent trimethylsilyl fluorosulfonyldifluoroacetate (TFDA) is reported in which molecules containing an N-alkylimidazole or benzimidazole structure undergo an unexpected one-pot conversion to N-difluoromethylthioureas. [reaction: see text].
authors.affiliation: Department of Chemistry, University of Florida, Gainesville, Florida 32611-7200, USA.
authors.forename: Wei
authors.initials: W
authors.lastname: Xu
authors.forename: Khalil A
authors.initials: KA
authors.lastname: Abboud
authors.forename: Ion
authors.initials: I
authors.lastname: Ghiviriga
authors.forename: William R
authors.initials: WR
authors.lastname: Dolbier
authors.forename: Magdalena
authors.initials: M
authors.lastname: Rapp
authors.forename: Stanislaw F
authors.initials: SF
authors.lastname: Wnuk
mesh_terms: D000225:Adenine / Q000737:chemistry; D001562:Benzimidazoles / Q000138:chemical synthesis; D002384:Catalysis; D007093:Imidazoles / Q000737:chemistry*; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D013056:Spectrophotometry, Ultraviolet; D013455:Sulfur / Q000737:chemistry; D013890:Thiourea / Q000031:analogs & derivatives* / Q000138:chemical synthesis*; D014297:Trimethylsilyl Compounds / Q000737:chemistry*
chemical_list: D001562:Benzimidazoles; D007093:Imidazoles; D007202:Indicators and Reagents; D014297:Trimethylsilyl Compounds; C522751:trimethylsilyl fluorosulfonyldifluoroacetate; D013455:Sulfur; D013890:Thiourea; D000225:Adenine