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

de Oliveira, Joyce C., Abreu, Breno U., Paz, Esther R. S., Almeida, Renata G., Honorato, João, Souza, Cauê P., Fantuzzi, Felipe, Ramos, Victor F. S., Menna-Barreto, Rubem F. S., Araujo, Maria H., and others. (2024) SuFEx-Functionalized Quinones via Ruthenium-Catalyzed C–H Alkenylation: A Potential Building Block for Bioactivity Valorization. Chemistry - an Asian Journal, 19 (22). Article Number e202400757. ISSN 1861-4728. E-ISSN 1861-471X. (doi:10.1002/asia.202400757) (KAR id:107277)

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

Item Type: Article
DOI/Identification number: 10.1002/asia.202400757
Subjects: Q Science > QD Chemistry > Analytical Chemistry
Institutional Unit: Schools > School of Natural Sciences > Chemistry and Forensic Science
Former Institutional Unit:
Divisions > Division of Natural Sciences > Chemistry and Forensics
Funders: National Council for Scientific and Technological Development (https://ror.org/03swz6y49)
Coordenação de Aperfeicoamento de Pessoal de Nível Superior (https://ror.org/00x0ma614)
Engineering and Physical Sciences Research Council (https://ror.org/0439y7842)
Julius-Maximilians-Universität Würzburg (https://ror.org/00fbnyb24)
University of Kent (https://ror.org/00xkeyj56)
Alexander von Humboldt Foundation (https://ror.org/012kf4317)
Royal Society of Chemistry (https://ror.org/025sbr097)
Deutscher Akademischer Austauschdienst (https://ror.org/039djdh30)
Depositing User: Felipe Fantuzzi
Date Deposited: 19 Sep 2024 17:05 UTC
Last Modified: 21 Sep 2025 12:54 UTC
Resource URI: https://kar.kent.ac.uk/id/eprint/107277 (The current URI for this page, for reference purposes)

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