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

Authors

Nicholas BallFollow
Ariana L. Tribby, Pomona College
Ismerai Rodríguez, Pomona College
Shamira Shariffudin, Amherst College

Researcher ORCID Identifier

0000-0002-6816-1113

Document Type

Article

Department

Chemistry (Pomona)

Publication Date

2-17-2017

Keywords

Palladium, catalysis, sulfonyl fluorides, DABSO, Selectfluor, aryl iodides, SuFEx

Abstract

A one-pot Pd-catalyzed conversion of aryl iodide to aryl sulfonyl fluorides using DABSO and Selectfluor has been developed generating aryl sulfonyl fluorides in good to excellent yields. The reaction results in the generation of electronically and sterically diverse sulfonyl fluorides. Additionally, sulfonyl fluorides can be converted to aryl sulfonamides and sulfonic esters using Cs₂CO₃ under mild conditions.

Terms of Use & License Information

This work is licensed under a Creative Commons Attribution-Noncommercial 4.0 License

Recommended Citation

10.1021/acs.joc.7b00051