ol9b01747_si_001.pdf (6.5 MB)
Download filePhotoredox-Catalyzed Multicomponent Petasis Reaction with Alkyltrifluoroborates
journal contribution
posted on 30.05.2019, 00:00 authored by Jun Yi, Shorouk O. Badir, Rauful Alam, Gary A. MolanderA redox-neutral
alkyl Petasis reaction has been developed that
proceeds via photoredox catalysis. A diverse set of primary, secondary,
and tertiary alkyltrifluoroborates participate effectively in this
reaction through a single-electron transfer mechanism, in contrast
to the traditional two-electron Petasis reaction, which accommodates
only unsaturated boronic acids. This protocol is ideal to diversify
benzyl-type and glyoxalate-derived aldehydes, anilines, and alkyltrifluoroborates
toward the rapid assembly of libraries of higher molecular complexity
important in pharmaceutical and agrochemical settings.