Chemistry - An Asian Journal, volume 19, issue 22

SuFEx‐Functionalized Quinones via Ruthenium‐Catalyzed C–H Alkenylation: A Potential Building Block for Bioactivity Valorization

Joyce C. de Oliveira 1, 2
Breno U. Abreu 1, 2
Esther R S Paz 1, 2
Renata G Almeida 1, 2
João Honorato 3, 4
Cauê P. Souza 5, 6
Felipe Fantuzzi 6, 7
Victor F. S. Ramos 8, 9
Rubem F. S. Menna-Barreto 8, 9
Maria H Araujo 1, 2
Guilherme A M Jardim 1, 2
Eufrânio Nunes da Silva Júnior 10
Eufrânio N. da Silva Júnior 2
Show full list: 13 authors
Publication typeJournal Article
Publication date2024-10-21
scimago Q1
SJR0.846
CiteScore7.0
Impact factor3.5
ISSN18614728, 1861471X
Abstract

Herein, we describe the Ru‐catalyzed C−H alkenylation of 1,4‐naphthoquinones (1,4‐NQs), resulting in 1,4‐naphthoquinoidal/SuFEx hybrids with moderate to good yields. This method provides a novel route for direct access to ethenesulfonyl‐fluorinated quinone structures. We conducted mechanistic studies to gain an in‐depth understanding of the elementary steps of the reaction. Additionally, we evaluated the prototypes against trypomastigote forms of T. cruzi, leading to the identification of compounds with potent trypanocidal activity.

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