Mechanochemical trifluoromethoxylation of aryltrimethylammonium triflates, aryldiazonium tetrafluoroborates, and aryl pinacolboranes

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dc.contributor.authorMkrtchyan, Satenik
dc.contributor.authorPurohit, Vishal
dc.contributor.authorZapletal, Jiří
dc.contributor.authorShalimov, Oleksandr O.
dc.contributor.authorNociarová, Jela
dc.contributor.authorAddová, Gabriela
dc.contributor.authorFilo, Juraj
dc.contributor.authorGarcia, Michael G.
dc.contributor.authorKupcová, Elena
dc.contributor.authorBenická, Barbora
dc.contributor.authorIaroshenko, Viktor O.
dc.date.accessioned2025-07-04T12:13:00Z
dc.date.available2025-07-04T12:13:00Z
dc.date.issued2024
dc.descriptionIn: Cell reports physical science. Cambridge : Cell Press, 2024. ISSN 2666-3864. Vol. 5, no. 8 (2024), pp. 1-15.
dc.description.abstractAryl trifluoromethyl ethers (ArOCF3) are important structural motifs in pharmaceuticals, agrochemicals, and functional materials. However, the methods reported for the efficient synthesis of these scaffolds are extremely underdeveloped and limited. Here, we report a highly efficient mechanochemical approach for the selective transformation of aryltrimethylammonium triflates, aryldiazonium tetrafluoroborates, and aryl pinacolboranes to aryl trifluoromethyl ethers via in situ-generated OCF3 source using triphosgene and Co(II) fluoride (CoF2). The proposed synthetic protocol also shows potential for the selective transformation of other groups such as arylsulfonium and diaryliodonium functionalities. The present trifluoromethoxylation strategy exhibited a broad functional group tolerance and found to be superior over other existing protocols in terms of substrate scope, yields, operational simplicity, and reaction times.
dc.description.sponsorshipAPVV-21-0362 Perfluóralkylácia - stratégia diverzifikácie komplexných organických molekúl v neskorej fáze syntézy
dc.identifier.doihttps://doi.org/10.1016/j.xcrp.2024.102118
dc.identifier.issn2666-3864
dc.identifier.urihttps://repo.umb.sk/handle/123456789/728
dc.language.isoen
dc.publisherCell Press : Cambridge
dc.rightsCC BY-NC-ND Creative Commons Attribution-NonCommercial-NoDerivatives 4.0. International
dc.rightsinfo:eu-repo/semantics/openAccess
dc.rights.urihttps://creativecommons.org/licenses/by-nc-nd/4.0/
dc.subjectmechanochémia
dc.subjectmechanochemistry
dc.subjectfarmaceutický priemysel
dc.subjectpharmaceutical industry
dc.subjectagrochemikálie
dc.titleMechanochemical trifluoromethoxylation of aryltrimethylammonium triflates, aryldiazonium tetrafluoroborates, and aryl pinacolboranes
dc.typeArticle
dc.typeinfo:eu-repo/semantics/article

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