Halocyclization of Unsaturated Guanidines Mediated by Koser's Reagent and Lithium Halides.
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.
Institut de Chimie des Substances Naturelles, CNRS UPR 2301, Univ. Paris-Sud, Université Paris-Saclay , 1, av. de la Terrasse, 91198 Gif-sur-Yvette, France.
Marion
M
Daniel
Institut de Chimie des Substances Naturelles, CNRS UPR 2301, Univ. Paris-Sud, Université Paris-Saclay , 1, av. de la Terrasse, 91198 Gif-sur-Yvette, France.
Florent
F
Blanchard
Institut de Chimie des Substances Naturelles, CNRS UPR 2301, Univ. Paris-Sud, Université Paris-Saclay , 1, av. de la Terrasse, 91198 Gif-sur-Yvette, France.
Sophie
S
Nocquet-Thibault
Institut de Chimie des Substances Naturelles, CNRS UPR 2301, Univ. Paris-Sud, Université Paris-Saclay , 1, av. de la Terrasse, 91198 Gif-sur-Yvette, France.
Kevin
K
Cariou
Institut de Chimie des Substances Naturelles, CNRS UPR 2301, Univ. Paris-Sud, Université Paris-Saclay , 1, av. de la Terrasse, 91198 Gif-sur-Yvette, France.
Robert H
RH
Dodd