Exploitation of a scorpion-derived alkaloid for drug discovery

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Merging the Isonitrile‐Tetrazine (4+1) cycloaddition and the Ugi four‐component reaction into a single multicomponent process

Publication . Méndez, Yanira; Vasco, Aldrin V.; Ivey, Galway; Dias, Ana Laura; Gierth, Peter; Sousa, Bárbara B.; Navo, Claudio D.; Torres‐Mozas, Angel; Rodrigues, Tiago; Jiménez‐Osés, Gonzalo; Bernardes, Gonçalo J. L.

Multicomponent reactions are of utmost importance at generating a unique, wide, and complex chemical space. Herein we describe a novel multicomponent approach based on the combination of the isonitrile-tetrazine (4+1) cycloaddition and the Ugi four-component reaction to generate pyrazole amide derivatives. The scope of the reaction as well as mechanistic insights governing the 4H-pyrazol-4-imine tautomerization are provided. This multicomponent process provides access to a new chemical space of pyrazole amide derivatives and offers a tool for peptide modification and stapling.

2023Artigo científico

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Entidade financiadora

Fundação para a Ciência e a Tecnologia

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OE

Número da atribuição

2022.09827.BD