title: Chemoselective Schwartz Reagent Mediated Reduction of Isocyanates to Formamides.
abstract: Addition of the in situ generated Schwartz reagent to widely available isocyanates constitutes a chemoselective, high-yielding, and versatile approach to the synthesis of variously functionalized formamides. Steric and electronic factors or the presence of sensitive functionalities (esters, nitro groups, nitriles, alkenes) do not compromise the potential of the method. Full preservation of the stereochemical information contained in the starting materials is observed. The use of formamides in the nucleophilic addition of organometallic reagents (Chida-Sato allylation, Charette-Huang addition to imidoyl triflate activated amides, Matteson homologation of boronic esters) is briefly investigated.
authors.affiliation: Department of Pharmaceutical Chemistry, University of Vienna , Althanstrasse, 14, A-1090 Vienna, Austria.
authors.forename: Vittorio
authors.initials: V
authors.lastname: Pace
authors.affiliation: Department of Pharmaceutical Chemistry, University of Vienna , Althanstrasse, 14, A-1090 Vienna, Austria.|Institute of Pharmacy and Food Sciences, University of Havana , 23rd Street, 21425-13600 Havana, Cuba.
authors.forename: Karen
authors.initials: K
authors.lastname: de la Vega-Hernández
authors.affiliation: Department of Pharmaceutical Chemistry, University of Vienna , Althanstrasse, 14, A-1090 Vienna, Austria.
authors.forename: Ernst
authors.initials: E
authors.lastname: Urban
authors.affiliation: Department of Pharmaceutical Chemistry, University of Vienna , Althanstrasse, 14, A-1090 Vienna, Austria.
authors.forename: Thierry
authors.initials: T
authors.lastname: Langer