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Gold‐catalyzed synthesis of substituted 4‐pentafluorosulfanyl‐1,3‐oxazoles

We report the first synthesis of pentafluorosulfanylated oxazoles through a gold(I) catalyzed cyclization of SF5‐alkynes and nitriles. We describe 17 examples of 4‐SF5‐oxazoles with NMR yield ranging from 3% to… Click to show full abstract

We report the first synthesis of pentafluorosulfanylated oxazoles through a gold(I) catalyzed cyclization of SF5‐alkynes and nitriles. We describe 17 examples of 4‐SF5‐oxazoles with NMR yield ranging from 3% to 75%. While the isolation of the pure pentafluorosulfanylated oxazoles proved challenging, the fluorinated heterocycles could nonetheless be obtained in yields between 14 and 52%, opening the door for their use as a novel fluorine‐containing scaffold.

Keywords: catalyzed synthesis; oxazoles gold; synthesis substituted; substituted pentafluorosulfanyl; gold catalyzed; pentafluorosulfanyl oxazoles

Journal Title: European Journal of Organic Chemistry
Year Published: 2025

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