Regioselective Synthesis of 5-(Trifluoromethyl)[1,2,4]triazolo[1,5-a]pyrimidines from β-Enamino Diketones

Author:

Andrade Valquiria,Mittersteiner MateusORCID,Bonacorso Helio,Frizzo Clarissa,Martins Marcos,Zanatta Nilo1ORCID

Affiliation:

1. Núcleo de Química de Heterociclos (NUQUIMHE), Universidade Federal de Santa Maria

Abstract

The use of β-enamino diketones as an easy entry to the regioselective synthesis of [1,2,4]triazolo[1,5-a]pyrimidines is reported. These ketones reacted with 3-amino-1H-1,2,4-triazoles to furnish exclusively 6-substituted 5-(trifluoromethyl)[1,2,4]triazolo[1,5-a]pyrimidines in yields of up to 95%. The regioselectivity of the reactions performed was maintained regardless of the substituent in the starting ketone or aminoazole.

Funder

Fundação de Amparo à Pesquisa do Estado do Rio Grande do Sul

Conselho Nacional de Desenvolvimento Científico e Tecnológico

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry,Catalysis

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