CAS 2138022-06-5, Cat. No EN300-782843
Reagent for deoxyfluorination
N-Methyl-5-phenyl-1,2,4-triazole sulfonyl fluoride (SF-3) is a highly reactive heteroaryl sulfonyl fluoride reagent developed as a next-generation deoxyfluorination reagent with improved reactivity, handling properties, and safety compared with PyFluor, PBSF, and DAST. Identified through a data science-guided reagent discovery workflow1, SF-3 combines a high melting point (128 °C) with exceptionally rapid deoxyfluorination kinetics, achieving near-complete conversion of model alcohol substrates within minutes while maintaining a favorable thermal safety profile for laboratory use. The reagent is effective for the deoxyfluorination of a broad range of alcohols, including primary and secondary aliphatic alcohols, strained cyclic alcohols, activated benzylic alcohols, natural products, pharmaceutical intermediates, and drug-like molecules. SF-3 is particularly advantageous for challenging cyclic alcohols, substantially outperforming PyFluor and enabling efficient late-stage fluorination of complex substrates, including reserpine and dihydroartemisinin derivatives, under relatively mild conditions.
Synonyms: SF-3; 4-methyl-5-phenyl-4H-1,2,4-triazole-3-sulfonyl fluoride
Selected publication
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Data Science-Guided Development of Deoxyfluorination Reagents with Enhanced Reactivity, Practicality, and Safety.
Ruos, M. E.; Romer, N. P.; Deichert, J. A.; Alabanza, L. M.; Gandhi, S. S.; Brown, G. Z.; Walroth, R. C.; Cruz, K.; Gosselin, F.; Hong, A. Y.; Sigman, M. S.; Doyle, A. G. J. Am. Chem. Soc. 2025, 147 (29), 25815–25824. DOI: 10.1021/jacs.5c07548