Copper-Catalyzed Three-Component Reaction of Oxadiazoles, Elemental Se/S and Aryl Iodides: Synthesis of Chalcogenyl (Se/S)-Oxadiazoles

Autor(es)

Peterle, Marcos M. ^[1] ; Scheide, Marcos R. ^[1] ; Silva, Lais T. ^[1] ; Saba, Sumbal ^[1] ; Rafique, Jamal ^{[2, 1]} ; Braga, Antonio L. ^[1]

Afiliação do(s) autor(es)

^[1] Univ Fed Santa Catarina, Dept Quim, Labselen, BR-88040900 Florianopolis, SC - Brazil

^[2] Univ Fed Mato Grosso do Sul, Inst Quim, BR-79074460 Campo Grande, MS - Brazil

• Tipo de documento: Artigo Científico
• Fonte: CHEMISTRYSELECT; v. 3, n. 46, p. 13191-13196, DEC 13 2018.
• Citações Web of Science: 2

Resumo

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. (AU)

• Processo FAPESP: 14/50249-8 - Green chemistry: sustainable synthetic methods employing benign solvents, safer reagents, and bio-renewable feedstock
• Beneficiário: Arlene Gonçalves Corrêa
• Modalidade de apoio: Auxílio à Pesquisa - Programa Centros de Pesquisa em Engenharia