An Improved Catalyst System for the Pd-Catalyzed Fluorination of (Hetero)Aryl Triflates
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Author(s) • •
Lee, Hong Geun
Buchwald, Stephen Leffler
Milner, Phillip John
Date Issued
November 2013
Journal
Organic Letters
Publisher
American Chemical Society (ACS)
Citation
Lee, Hong Geun, Phillip J. Milner, and Stephen L. Buchwald. “An Improved Catalyst System for the Pd-Catalyzed Fluorination of (Hetero)Aryl Triflates.” Org. Lett. 15, no. 21 (November 2013): 5602–5605.
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Author's final manuscript
Abstract
The stable Pd(0) species [(1,5-cyclooctadiene)(L·Pd)[subscript 2]] (L = AdBrettPhos) has been prepared and successfully evaluated as a precatalyst for the fluorination of aryl triflates derived from biologically active and heteroaryl phenols, challenging substrates for our previously reported catalyst system. Additionally, this precatalyst activates at room temperature under neutral conditions, generates 1,5-cyclooctadiene as the only byproduct, and leads to overall cleaner reaction profiles.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
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DOI of Published Version
http://dx.doi.org/10.1021/ol402859k