title: Iron-Catalyzed Decarboxylation of Trifluoroacetate and Its Application to the Synthesis of Trifluoromethyl Thioethers.
abstract: Nucleophilic CF3 has been generated by decarboxylation of potassium trifluoroacetate, arguably the most easy-to-handle, inexpensive, and sustainable source of trifluoromethyl groups. Simple iron(II) chloride catalyzes the decarboxylation as well as a subsequent trifluoromethylation of organothiocyanates, resulting in a straightforward synthesis of trifluoromethyl thioethers. The KCN byproduct is absorbed by iron(II) with formation of nontoxic potassium hexacyanoferrate. An analogous trifluoromethylation of aldehydes with trifluoroacetate underlines the synthetic potential of such iron-catalyzed decarboxylative trifluoromethylations.
authors.affiliation: FB Chemie-Organische Chemie, Technische Universität Kaiserslautern, Erwin-Schrödinger-Strasse Geb. 54, 67663 Kaiserslautern (Germany).
authors.forename: Benjamin
authors.initials: B
authors.lastname: Exner
authors.affiliation: FB Chemie-Organische Chemie, Technische Universität Kaiserslautern, Erwin-Schrödinger-Strasse Geb. 54, 67663 Kaiserslautern (Germany).
authors.forename: Bilguun
authors.initials: B
authors.lastname: Bayarmagnai
authors.affiliation: FB Chemie-Organische Chemie, Technische Universität Kaiserslautern, Erwin-Schrödinger-Strasse Geb. 54, 67663 Kaiserslautern (Germany).
authors.forename: Fan
authors.initials: F
authors.lastname: Jia
authors.affiliation: FB Chemie-Organische Chemie, Technische Universität Kaiserslautern, Erwin-Schrödinger-Strasse Geb. 54, 67663 Kaiserslautern (Germany). goossen@chemie.uni-kl.de.
authors.forename: Lukas J
authors.initials: LJ
authors.lastname: Goossen
keywords: decarboxylative couplings; fluorine; iron; synthesis design; trifluoromethylation