ChemInform Abstract: Metal‐Free Halonium Mediated Acetate Shifts of Ynamides to Access α‐Halo Acrylamides/Acrylimides.

Abstract

Metal-Free Halonium Mediated Acetate Shifts of Ynamides to Access α-HaloAcrylamides/Acrylimides. -The reaction allows access to α-iodo, bromo and chloro acrylamides/acrylimides using the same conditions and halosuccinimides. An α-fluoro analogue (VI) is obtained with low yield using Selectfluor. All reactions proceed with excellent (Z)-selectivity. -(KRAMER, S.; FRIIS, S. D.; XIN, Z.; ODABACHIAN, Y.; SKRYDSTRUP*, T.; Org. Lett. 13 (2011) 7, 1750-1753, http://dx.doi.org/10.1021/ol200269h ; Interdiscip. Nanosci. Cent., Univ. Aarhus, DK-8000 Aarhus, Den.; Eng.) -R. Steudel