Rh(II)-Catalyzed Chemoselective Oxidative Amination and Cyclization Cascade of 1‑(Arylethynyl)cycloalkyl)methyl Sulfamates

A Rh­(II)-catalyzed
chemoselective oxidative amination and cyclization
cascade of 1-(arylethynyl)­cyclo­alkyl)­methyl sulfamates
has been presented. For a cyclopropyl or cyclobutyl moiety containing
alkynyl sulfamates, the reactions underwent a metallonitrene-initiated
alkyne oxidation along with cyclopropyl ring expansion or alkoxyl
moiety migration to give cyclobutane-fused or methylene­cyclobutane-containing
heterocycles. In the case of a cyclopentyl or cyclohexyl moiety containing
sulfamate, the reaction underwent a direct C–H bond insertion
event to afford the corresponding nitrogen-containing heterocyclic
product.