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SO2F2-Promoted Dehydration of Aldoximes: A Rapid and Simple Access to Nitriles

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A rapid, simple and mild process for the dehydration of aldoximes to give the corresponding nitriles, which utilizes SO2F2 as an efficient reagent, has been developed. A variety of (hetero)arene,… Click to show full abstract

A rapid, simple and mild process for the dehydration of aldoximes to give the corresponding nitriles, which utilizes SO2F2 as an efficient reagent, has been developed. A variety of (hetero)arene, alkene, alkyne and aliphatic aldoximes proceeded with high efficiency to afford nitriles in excellent to quantitative yields with great functional group compatibilities in acetonitrile under ambient conditions. Furthermore, an eco-friendly synthetic protocol to access nitriles from aldehydes with ortho-, meta- and para-nitrile groups was also described in aqueous methanol by using inorganic base Na2CO3, and a one-pot synthetic strategy to generate nitriles from aldehydes was proved to be feasible.

Keywords: dehydration aldoximes; access nitriles; rapid simple; so2f2 promoted

Journal Title: Synlett
Year Published: 2019

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