Synthesis of 1-((4-methoxyphenyl)-3-alkynes)-1H-pyrrole-2,5-diones and functionalization to triazoles

Autor(es)

Ali, Bakhat ; Vasconcelos, Stanley N. S. ; Shamim, Anwar ; Zukerman-Schpector, J. ; Stefani, Helio A.

• Tipo de documento: Artigo Científico
• Fonte: ARABIAN JOURNAL OF CHEMISTRY; v. 10, n. 4, p. 500-508, MAY 2017.
• Citações Web of Science: 0

Resumo

A series of alkynyl maleimides were prepared via one-step cross-coupling reaction using bromomaleimide and acetylenes under the Sonogashira conditions, affording 1-((4-methoxyphenyl)-3-alkynes)-1H-pyrrole-2,5-diones in good to high yields. These products were subsequently converted in the corresponding 1,2,3-triazole using conventional click chemistry approach. The alkynyl maleimide compound (8g) crystallized in the triclinic space group P1 with unit cell parameters a = 5.3692(6), b = 9.2513(10), c = 10.3070(11) angstrom, alpha = 85.349(4), beta = 86.892(4), gamma = 86.892(4)degrees, V = 507.31(10) angstrom(3), and Z = 1. In the crystal the molecules are stacked parallel to the c axis and held together through a C-H...pi and a C-H...O interaction. (C) 2016 The Authors. Production and hosting by Elsevier B.V. on behalf of King Saud University. (AU)

• Processo FAPESP: 12/00424-2 - Síntese de pequenas bibliotecas empregando organotrifluoroboratos de potássio em reações de Suzuki-Miyaura
• Beneficiário: Helio Alexandre Stefani
• Modalidade de apoio: Auxílio à Pesquisa - Temático
• Processo FAPESP: 12/17954-4 - Reações de Ciclização de Acetil- e Etoxil-pirrolidin-2-onas com Sais de Organotrifluoroboratos de Potássio
• Beneficiário: Bakhat Ali
• Modalidade de apoio: Bolsas no Brasil - Pós-Doutorado
• Processo FAPESP: 13/17960-7 - Funcionalização da 3-Iodo-(L)-Tirosina via Reação de Suzuki-Miyaura Empregando Organotrifluoroboratos de Potássio
• Beneficiário: Stanley Nunes Siqueira Vasconcelos
• Modalidade de apoio: Bolsas no Brasil - Doutorado