Pd-Catalyzed Conversion of Aryl Iodides to Sulfonyl Fluorides Using SO₂ Surrogate DABSO and Selectfluor

Ariana L. Tribby, Ismeraí Rodríguez, Shamira Shariffudin and Nicholas D. Ball*

*Department of Chemistry, Pomona College, 645 North College Avenue, Claremont, California 91711, United States, Email: nicholas.ballpomona.edu

A. L. Tribby, I. Rodríguez, S. Shariffudin, N. D. Ball, J. Org. Chem., 2017, 82, 2294-2299.

DOI: 10.1021/acs.joc.7b00051

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Abstract

A one-pot Pd-catalyzed reaction of aryl iodides with DABSO and Selectfluor provides aryl sulfonyl fluorides in good yields. Additionally, sulfonyl fluorides can be converted to aryl sulfonamides and sulfonic esters using Cs₂CO₃ under mild conditions.

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Key Words

Sulfonyl Fluorides, Selectfluor

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ID: J42-Y2017