Aryl(tmp)iodonium Tosylate Reagents As a Strategic Entry Point to Diverse Aryl Intermediates: Selective Access to Arynes.
Partial financial support of this work was provided by Portland State University (Faculty Enhancement Award to D.R.S.) and the National Science Foundation (mechanistic studies, CHE 1856705). The National Science Foundation provided instrumentation funding for the BioAnalytical Mass Spectrometry Facility at PSU (MRI 1828573).
Arenes are broadly found motifs in societally important molecules. Access to diverse arene chemical space is critically important, and the ability to do so from common reagents is highly desirable. Aryl(TMP)iodonium tosylates provide one such access point to arene chemical space via diverse aryl intermediates. Here we demonstrate that controlling reaction pathways selectively leads to arynes with a broad scope of arenes and arynophiles (24 examples, 70% average yield) and efficient access to biologically active compounds.
© 2021 American Chemical Society
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Nilova, A., Metze, B., & Stuart, D. R. (2021). Aryl(TMP)iodonium Tosylate Reagents as a Strategic Entry Point to Diverse Aryl Intermediates: Selective Access to Arynes. Organic Letters, acs.orglett.1c01534. https://doi.org/10.1021/acs.orglett.1c01534