Sulfonyl fluorides are of increasing interest as alternative precursors towards the synthesis of sulfonylated organic compounds and chemical tools in biology. A current synthetic challenge to make aromatic sulfonyl fluorides is the need for sulfur-based organic starting materials. To address this challenge we have developed a one-pot, Pd-catalyzed conversion of aryl iodides to aryl sulfonyl fluorides using a SO<sub>2</sub> surrogate and an electrophilic fluorine source. This methodology generated an array of electronically and sterically diverse sulfonyl fluorides in good to high yields. The selective reactivity of these sulfonyl fluorides with various O- and N-based nucleophiles generating sulfonate esters and sulfonamides will be discussed.

One-pot Pd-catalyzed synthesis of aromatic sulfonyl fluorides

252nd National Meeting (2016)

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