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AuthorMkrtchyan, Satenik
AuthorShkoor, Mohanad
AuthorSarfaraz, Sehrish
AuthorAyub, Khurshid
AuthorIaroshenko, Viktor O.
Available date2024-01-22T07:57:55Z
Publication Date2023-07-26
Publication NameOrganic and Biomolecular Chemistry
Identifierhttp://dx.doi.org/10.1039/d3ob00787a
CitationMkrtchyan, S., Shkoor, M., Sarfaraz, S., Ayub, K., & Iaroshenko, V. O. (2023). Mechanochemical arylative detrifluoromethylation of trifluoromethylarenes. Organic & Biomolecular Chemistry, 21(32), 6549-6555.
ISSN14770520
URIhttps://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85167511756&origin=inward
URIhttp://hdl.handle.net/10576/51066
AbstractThe stoichiometric defluorinative functionalization of ArCF3 is a conceptually appealing research target. It enables the challenging late-stage functionalization of CF3-containing aromatic molecules and contributes to the remedy of environmental risks resulting from the accumulation of relatively inert ArCF3-containing molecules. Similarly, Ar-CN bond features limit their utilization in cross-coupling reactions. Thus, the employment of benzonitriles in decyanative Suzuki-Miyaura type coupling remains in high demand in the field of C-C bond formation. Herein, we report mechanochemically induced and ytterbium oxide (Yb2O3)-mediated defluorinative cyanation of trifluoromethylarenes. In addition, we describe a facile mechanochemically facilitated and nickel-catalyzed decyanative arylation of benzonitriles to access biphenyls. Combining both processes in a one-pot multicomponent protocol to achieve a concise direct arylative detrifluoromethylation of ArCF3 is described herein. This work is the first hitherto realization of C-C coupling with CF3 as a formal leaving group.
SponsorThis research project was supported by a grant (Nr. APVV-21-0362) from “Agentúra na podporu výskumu a vývoja” Slovakia.
Languageen
PublisherRoyal Society of Chemistry
SubjectCF3 group
C-F bond activation
TitleMechanochemical arylative detrifluoromethylation of trifluoromethylarenes
TypeArticle
Pagination6549-6555
Issue Number32
Volume Number21
ESSN1477-0539
dc.accessType Abstract Only


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