4-Organochalcogenoyl-1H-1,2,3-triazoles: synthesis and functionalization by a nickel-catalyzed Negishi cross-coupling reaction

Autor(es)

Stefani, Helio A. ^[1] ; Leal, Daiana M. ^[1] ; Manarin, Flavia ^[1]

Afiliação do(s) autor(es)

^[1] Univ Sao Paulo, Fac Farm, Fac Ciencias Farmaceut, BR-05508 Sao Paulo - Brazil

• Tipo de documento: Artigo Científico
• Fonte: Tetrahedron Letters; v. 53, n. 48, p. 6495-6499, NOV 28 2012.
• Citações Web of Science: 15

Resumo

A general method for the synthesis of triazoles containing selenium and tellurium was accomplished via a CuCAAC reaction between organic azides and a terminal triple bond, generated by in situ deprotection of the silyl group. The reaction tolerates alkyl and arylazides, with alkyl and aryl substituents directly bonded to the chalcogen atom. The products were readily functionalized by a nickel-catalyzed Negishi cross-coupling reaction, furnishing the aryl-heteroaryl products at the 4-position in good yields. (C) 2012 Elsevier Ltd. All rights reserved. (AU)

• Processo FAPESP: 10/15677-8 - Síntese de Estirenos alfa-Substituídos
• Beneficiário: Flávia Giovana Manarin
• Modalidade de apoio: Bolsas no Brasil - Pós-Doutorado
• Processo FAPESP: 07/59404-2 - Reações entre sais de potássio de organotrifluoroboratos e espécies eletrofílicas de telúrio e haletos orgânicos
• Beneficiário: Helio Alexandre Stefani
• Modalidade de apoio: Auxílio à Pesquisa - Temático