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
2
Instituto de Ciências Exatas Departamento de Química Universidade deral de Minas Gerais Belo Horizonte, MG 31270–901 Brazil
8
Oswaldo Cruz Foundation Biology BRAZIL
|
9
Laboratory of Cellular Biology IOC, FIOCRUZ Rio de Janeiro, RJ 21045–900 Brazil
Publication type: Journal Article
Publication date: 2024-10-21
Journal:
Chemistry - An Asian Journal
scimago Q1
SJR: 0.846
CiteScore: 7.0
Impact factor: 3.5
ISSN: 18614728, 1861471X
PubMed ID:
39136413
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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