1. ChemInform Abstract: Chemoselective Schwartz Reagent Mediated Reduction of Isocyanates to Formamides
- Author
-
Ernst Urban, Vittorio Pace, Karen de la Vega-Hernández, and Thierry Langer
- Subjects
Steric effects ,Nucleophilic addition ,Chemistry ,Reagent ,Nitro ,General Medicine ,Formamides ,Combinatorial chemistry ,Trifluoromethanesulfonate ,Schwartz reagent - 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.
- Published
- 2016