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Regioselective Synthesis of Pyridine-SF 4 -Methyl Ketones via Hydration of Pyridine-SF 4 -Alkynes.

Kentaro IwakiKazuhiro TanagawaSoichiro MoriKoki MarunoYuji SumiiOsamu NagataNorio Shibata
Published in: Organic letters (2022)
Herein, we report the metal-free hydration of pyridine-SF 4 -alkynes, under acidic conditions and with reaction durations ranging from 5 min to 10 h at room temperature, to synthesize pyridine-SF 4 -methyl ketones in yields of 59-93%. Further, we demonstrate the synthetic applications of the synthesized pyridine-SF 4 -methyl ketones, such as chlorination, NaBH 4 reduction, Baeyer-Villiger oxidation, and the generation of enol-triflates. These compounds hold promise as useful building blocks in the syntheses of a wide range of SF 4 -containing drug candidates.
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  • machine learning
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