Functionalization of 2-(S)-isopropyl-5-iodo-pyrimidin-4-ones through Cu(I)-mediated 1,3-dipolar azide-alkyne cycloadditions

Autor(es)

Stefani, Helio A. ^[1] ; Amaral, Monica F. Z. J. ^[1] ; Manarin, Flavia ^[1] ; Ando, Romulo A. ^[2] ; Silva, Nathalia C. S. ^[1] ; Juaristi, Eusebio ^[3]

Afiliação do(s) autor(es)

^[1] Univ Sao Paulo, Fac Ciencias Farmaceut, BR-05508000 Sao Paulo - Brazil

^[2] Univ Sao Paulo, Inst Quim, Sao Paulo - Brazil

^[3] Inst Politecn Nacl, Ctr Invest & Estudios Avanzados, Dept Quim, Mexico City 07000, DF - Mexico

• Tipo de documento: Artigo Científico
• Fonte: Tetrahedron Letters; v. 52, n. 51, p. 6883-6886, DEC 21 2011.
• Citações Web of Science: 5

Resumo

A series of 2-(S)-isopropyl-pyrimidinones functionalized at C5 with triazole rings, in which the substituents are found at N-1' of the triazole ring, were synthesized. Through the azide-acetylene cycloaddition reaction, using Cul as a copper source and ultrasonic waves as an energy source it was possible to obtain products with yields ranging from 79% to 89% within 5 min or less. A preliminary study to gain further insight into the reaction was performed using in situ ReactIR technology. (C) 2011 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