Photoredox-Catalyzed Multicomponent Petasis Reaction with Alkyltrifluoroborates
Jun Yi, Shorouk O. Badir, Rauful Alam, Gary A. Molander*
*Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104-6323, United States,
Email: gmolandr
sas.upenn.edu
J. Yi, S. O. Badir, R. Alam, G. A. Molander, Org. Lett., 2019, 21, 4853-4858.
DOI: 10.1021/acs.orglett.9b01747
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Abstract
A diverse set of primary, secondary, and tertiary alkyltrifluoroborates participate effectively in a redox-neutral alkyl Petasis reaction via a photoredox-catalyzed single-electron transfer mechanism, whereas the traditional two-electron Petasis reaction converts only unsaturated boronic acids. This protocol enables a rapid assembly of libraries of high molecular complexity.
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proposed mechanism
Key Words
Petasis Reaction, Multicomponent Reactions, Photochemistry
ID: J54-Y2019
