Cyclic Sulfoximine and Sulfonimidamide Derivatives by Copper‐Catalyzed Cross‐Coupling Reactions with Elemental Sulfur
Peng Wu, Jas S. Ward, Kari Rissanen, Carsten Bolm
Abstract
Abstract Copper‐catalyzed cross‐coupling reactions of α‐bromoaryl N H‐sulfoximines with elemental sulfur lead to benzo[ d ][1,3,2]dithiazole‐1‐oxides, which represent a new class of three‐dimensional heterocycles. The reactions proceed under mild conditions showing good functional group and heterocycle tolerance. By imination/oxidation, the initial cross‐coupling products can be converted to unprecedented cyclic sulfonimidamides derivatives. Furthermore, a seven‐membered heterocycle was obtained by a ruthenium‐catalyzed ring‐expansion with ethyl propiolate. magnified image
Topics & Concepts
ChemistrySulfurCopperCatalysisRutheniumCoupling reactionFunctional groupRing (chemistry)Coupling (piping)Polymer chemistryOrganic chemistryMedicinal chemistryEngineeringPolymerMechanical engineeringSynthesis and Catalytic ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques