Halocyclization of Unsaturated Guanidines Mediated by Koser's Reagent and Lithium Halides.

Marion Daniel (1) , Florent Blanchard , Sophie Nocquet-Thibault , Kevin Cariou , Robert H Dodd

1 ICSN - Institut de Chimie des Substances Naturelles

The synthesis of halogenated cyclic guanidines through iodine(III)-mediated umpolung of halide salts is described. Cyclic guanidines of various sizes can be obtained with generally excellent regioselectivities through either a chloro- or a bromocyclization, using Koser's reagent and the corresponding lithium salt.

Domaines: Chimie organique

Marion Daniel, Florent Blanchard, Sophie Nocquet-Thibault, Kevin Cariou, Robert H Dodd. Halocyclization of Unsaturated Guanidines Mediated by Koser's Reagent and Lithium Halides.. Journal of Organic Chemistry, 2015, 80 (21), pp.10624-33. ⟨10.1021/acs.joc.5b01750⟩. ⟨hal-03023458⟩