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AcylAzolium_Alkylation.pdf (1.22 MB)

Combined Photoredox and Carbene Catalysis for the Synthesis of Ketones from Carboxylic Acids

preprint
submitted on 10.01.2020, 21:30 and posted on 13.01.2020, 10:25 by Anna Davies, keegan fitzpatrick, Rick Betori, Karl Scheidt
Disclosed herein is the development of a novel single-electron reduction of acyl azoliums for the formation of ketones from carboxylic acids. Facile construction of the acyl azolium in situ followed by a radical-radical coupling was made possible using merged NHC-photoredox catalysis. The utility of this protocol in synthesis was demonstrated in the late-stage functionalization of a variety of pharmaceutical compounds.

History

Email Address of Submitting Author

scheidt@northwestern.edu

Institution

Northwestern University

Country

USA

ORCID For Submitting Author

0000-0003-4856-3569

Declaration of Conflict of Interest

No COI

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in Angewandte Chemie International Edition

ChemRxiv

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