Leonie O’SullivanKetul V. PatelBen C. RowleyDuncan K. BrownseyEvgueni GorobetsBenjamin S. GelfandJeffrey F. Van HumbeckDarren J. Derksen2024-04-102024-04-102021-12-14O’Sullivan, L., Patel, K. V., Rowley, B. C., Brownsey, D. K., Gorobets, E., Gelfand, B. S., Van Humbeck, J. F., & Derksen, D. J. (2022). Regioselective Synthesis of C3-Hydroxyarylated Pyrazoles. The Journal of Organic Chemistry, 87(1), 846–854. https://doi.org/10.1021/acs.joc.1c025180022-32631520-6904https://hdl.handle.net/1880/118361https://doi.org/10.11575/PRISM/43203Pyrazoles are ubiquitous structures in medicinal chemistry. We report the first regioselective route to C3-hydroxyarylated pyrazoles obtained through reaction of pyrazole N-oxides with arynes using mild conditions. Importantly, this method does not require the C4 and C5 positions of the pyrazole to be functionalized to observe regioselectivity. Using this method, we completed the synthesis of a recently reported JAK 1/2 inhibitor. Our synthesis produces the desired product in 4 steps from commercially available starting materials.enUnless otherwise indicated, this material is protected by copyright and has been made available with authorization from the copyright owner. You may use this material in any way that is permitted by the Copyright Act or through licensing that has been assigned to the document. For uses that are not allowable under copyright legislation or licensing, you are required to seek permission.ChromatographyEthyl groupsgelsorganic compoundssilicaArticlehttps://doi.org/10.1021/acs.joc.1c02518