Journal
CHEMISTRYSELECT
Volume 3, Issue 46, Pages 13191-13196Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/slct.201801213
Keywords
C(sp(2))-H bond chalcogenation; CuI; oxadiazole; selenide; sulfide
Categories
Funding
- CAPES [001]
- CNPq [433896/2018-3]
- CERSusChem GSK/FAPESP [2014/50249-8]
- INCT-Catalise
- FAPESC-Pronex
- CAPES
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An efficient copper-catalyzed three-component chalcogenation of oxadiazoles with elemental selenium/sulfur and aryl iodide is described herein. This one-pot C(sp(2))-H bond chalcogenation approach is attractive and practical, since a cheap copper catalyst is employed with minimum catalytic loading, in an open-to-air atmosphere. Under optimized conditions, that reaction provides a wide range of structurally diverse organochalcogenyl (Se/S)-oxadiazoles in good to excellent yields with good functional group tolerance. This practical approach represents a valuable contribution to synthetic and medicinal chemistry, providing an important addition to the current C-Se/S bond formation chemistry scenario.
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