Paquin Pascal, DeGrâce Nicolas, Bélanger-Chabot Guillaume, Paquin Jean-François
CCVC, PROTEO, Département de chimie, Université Laval, 1045 Avenue de la Médecine, Québec, Québec G1V 0A6, Canada.
CCVC, CERMA, Département de chimie, Université Laval, 1045 Avenue de la Médecine, Québec, Québec G1V 0A6, Canada.
J Org Chem. 2024 Mar 1;89(5):3552-3562. doi: 10.1021/acs.joc.3c02295. Epub 2024 Feb 8.
The development of flow conditions for the synthesis of pentafluorosulfanylpyrazoles is reported. A range of alkyl- and aryl-substituted SF-alkynes were used in combination with different diazoacetates for this transformation. The corresponding substituted SF-pyrazoles were obtained in up to 90% yield (average of 74% for 21 examples) as a mixture of isomers (up to 73:27 ratio). Synthetic transformations starting from an SF-containing pyrazole were also demonstrated.