Journal
SYNTHESIS-STUTTGART
Volume 51, Issue 12, Pages 2532-2541Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0037-1610704
Keywords
ruthenium; cycloaddition; selenium; heterocycles; pyridines
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A novel synthetic method for the preparation of selenopyridine derivatives, involving a [ 2+ 2+ 2] cycloaddition of.,. -diynes and selenocyanates that is catalyzed by a ruthenium complex is described. This mild and straightforward reaction allows access to a wide range of selenopyridines with high yields and excellent regioselectivities, using dichloromethane or dichloroethane as solvents, at either 50 or 80 degrees C. Post-functionalization of halogenated cycloadducts via cyanation using copper and SNAr reaction provides substituted selenopyridines with good yields.
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