Exploring the Radical Addition to Sydnones: A Gateway to Perfluoroalkyl-Substituted Pyrazoles

Exploring the Radical Addition to Sydnones: A Gateway to Perfluoroalkyl-Substituted Pyrazoles Full article

Journal

Organic Letters
ISSN: 1523-7060 , E-ISSN: 1523-7052

Output data

Year: 2025, Volume: 27, Number: 36, Pages: 10241-10245 Pages count : 5 DOI: 10.1021/acs.orglett.5c03398

Authors

Rubanov Zakhar M. ¹ , Koltun Denis S. ¹ , Levin Vitalij V. ¹ , Dilman Alexander D. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Leninsky Prospekt 47, Moscow 119991, Russian Federation

The first radical addition to mesoionic heterocycles, enabling direct functionalization of sydnones with perfluoroalkyl groups with retention of the mesoionic structure, is described. The fluorinated sydnones were subsequently involved in the energy-transfer-mediated cycloaddition with silyl enol ethers. This approach provides efficient access to medicinally relevant perfluoroalkylated pyrazole derivatives with complete regiocontrol.

Rubanov Z.M. , Koltun D.S. , Levin V.V. , Dilman A.D.
Exploring the Radical Addition to Sydnones: A Gateway to Perfluoroalkyl-Substituted Pyrazoles
Organic Letters. 2025. V.27. N36. P.10241-10245. DOI: 10.1021/acs.orglett.5c03398 WOS OpenAlex

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