Light-induced ruthenium-catalyzed nitrene transfer reactions: a photochemical approach towards N-acyl sulfimides and sulfoximines.
1,4,2-Dioxazol-5-ones are five-membered heterocycles known to decarboxylate under thermal or photochemical conditions, thus yielding N-acyl nitrenes. Described herein is a light-induced ruthenium-catalyzed N-acyl nitrene transfer to sulfides and sulfoxides by decarboxylation of 1,4,2-dioxazol-5-ones at room temperature, thus providing direct access to N-acyl sulfimides and sulfoximines under mild reaction conditions. In addition, a one-pot sulfur imidation/oxidation sequence catalyzed by a single ruthenium complex is reported.
Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52056 Aachen (Germany) http://bolm.oc.rwth-aachen.de/
Vincent
V
Bizet
Laura
L
Buglioni
Carsten
C
Bolm
homogeneous catalysis; nitrenes; photochemistry; ruthenium; synthetic methods