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Synthesis of Arenesulfonyl Fluorides via Sulfuryl Fluoride Incorporation from Arynes.

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Transition-metal-free multicomponent reactions involving aryne precursors, secondary amines, and sulfuryl fluoride are reported herein. Zwitterionic intermediates formed from the reaction of arynes with amine nucleophiles can capture SO2F2 under mild… Click to show full abstract

Transition-metal-free multicomponent reactions involving aryne precursors, secondary amines, and sulfuryl fluoride are reported herein. Zwitterionic intermediates formed from the reaction of arynes with amine nucleophiles can capture SO2F2 under mild conditions, offering a novel and practical protocol for the synthesis of 2-dialkyl-, 2-alkylaryl-, or 2-diarylamino-substituted arenesulfonyl fluoride derivatives in good to excellent yields.

Keywords: fluorides via; synthesis arenesulfonyl; via sulfuryl; fluoride incorporation; sulfuryl fluoride; arenesulfonyl fluorides

Journal Title: Organic letters
Year Published: 2019

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