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An eco‐friendly electrochemical halogenation of 2‐amino‐1,4‐naphthoquinones has been developed. The new mild and energy efficient methodology comprises sustainable features like oxidant free and double role of the halogen source as electrolyte, originating twenty‐six amino‐halogenated naphthoquinoidal derivatives in good yields under mild conditions. This novel methodology permitted access to new potent trypanocidal prototypes, where six compounds were more active than benznidazole, the current market drug used in the treatment of Chagas Disease. [ABSTRACT FROM AUTHOR]

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. [ABSTRACT FROM AUTHOR]

This article in Chemistry - An Asian Journal discusses the development of a new method for creating ethenesulfonyl-fluorinated 1,4-naphthoquinoidal structures using ruthenium catalysis. The resulting quinone/SuFEx scaffolds show promising yields and were evaluated for potential trypanocidal activity against Trypanosoma cruzi, the parasite responsible for Chagas disease. The research was conducted by a team of authors led by Guilherme A. M. Jardim and Eufrânio N. da Silva Júnior. [Extracted from the article]

The regioselective synthesis of functionalized naphthoquinones via the formation and capture of naphthoquinonynes has been used to prepare trypanocidal compounds. The target compounds are functionalized on the aromatic ring, leaving the quinoidal ring intact. Using this technique, eighteen functionalized naphthoquinones were succesfull obtained, divided in two main groups: the first scope using N -nucleophiles, and the second scope using pyridine N -oxides, with yields up to 74%. Evaluation against bloodstream trypomastigotes of T. cruzi has identified fourteen compounds that are more potent than benznidazole (Bz); for instance, compounds 29b-I and 30b, with IC 50 /24 h values of 10.5 and 10.1 μM, respectively, are approximately 10-fold more active than Bz. This study provides the first examples of the application of naphthoquinonyne chemistry for the synthesis of new compounds with potent trypanocidal activities., Competing Interests: The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper., (This journal is © The Royal Society of Chemistry.)