Development of a Novel Three-step Sonogashira Cross Coupling/Deacetonation/Cycloaddition Protocol for the Synthesis of 4-aryl-1,2,3-triazoles Using 2-methyl-3-butyn-2-ol as a Versatile Acetylene Surrogate

Autor(es)

da Silva, Everton M. ^[1] ; de Albuquerque, Danilo Yano ^[1] ; Zukerman-Schpector, Julio ^[2] ; Schwab, Ricardo S. ^[1]

Afiliação do(s) autor(es)

^[1] Univ Fed Sao Carlos UFSCar, Dept Quim, Ctr Excellence Res Sustainable Chem CERSusChem, Rodovia Washington Luis, Km 235 SP-310, BR-13565905 Sao Carlos, SP - Brazil

^[2] Univ Fed Sao Carlos UFSCar, Dept Quim, Rodovia Washington Luis, Km 235 SP-310, BR-13565905 Sao Carlos, SP - Brazil

• Tipo de documento: Artigo Científico
• Fonte: ASIAN JOURNAL OF ORGANIC CHEMISTRY; v. 10, n. 5 MAR 2021.
• Citações Web of Science: 0

Resumo

A practical, and efficient microwave-assisted, three-step Sonogashira cross-coupling/Deacetonation/Cycloaddition sequence has been developed for the synthesis of a variety of 4-aryl-1,2,3-triazoles from readily available starting materials. The important features of this synthetic sequence include the use of inexpensive 2-methyl-3-butyn-2-ol as an acetylene surrogate, 2-Me-THF as a bio-based solvent, short reaction time, good yields, avoiding the isolation of volatile terminal alkynes. (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
• Processo FAPESP: 13/06558-3 - Catálise metálica assimétrica: preparação de alcoóis quirais e seus derivados a partir de reagentes orgânicos de zinco poli-funcionalizados e aplicação de novos ligantes quirais suportados em nanopartículas magnéticas
• Beneficiário: Ricardo Samuel Schwab
• Modalidade de apoio: Auxílio à Pesquisa - Regular