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Mechanochemical Palladium‐Catalyzed Cross‐Coupling of Thianthrenium Salts and Arylboronic Acids

2025/01/20 by Zuzana Mravíková, Tibor Peňaška, Daniela Horniaková +1 · 1 voice
Pharmacology, Toxicology and Pharmaceutics · #Bioactive Compounds and Antitumor Agents

paper · doi:10.1002/cssc.202402599

openalex publication_date 2025/01/20 · openalex created_date 2025/10/10 · openalex updated_date 2026/06/22

Abstract

Cross-coupling reactions are indispensable for the construction of complex molecular scaffolds. In this work, we developed a sustainable methodology for the cross-coupling reaction of arene thianthrenium salts with aryl boronic acids, which can be effectively realized under mechanochemical conditions. Liquid-assisted grinding (LAG) enabled fast and high-yielding synthesis of a range of biaryls via Pd/RuPhos-catalyzed cross-coupling. The transformation works under ambient temperature and on air. Environmentally friendly solvent 2-methyltetrahydrofurane (Me-THF) was used as a LAG additive. Moreover, the major by-product of the cross-coupling reaction, thianthrene, can be recovered and reused.

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