posted on 2022-06-16, 19:06authored byNaho Takemura, Yuto Sumida, Hirohisa Ohmiya
A visible-light-driven
silyl radical generation method from silylboronates
has been developed. The activation of silylboronates with a catalytic
amount of mild base promoted the single-electron oxidation process
to form silyl radicals. Facile single electron transfer for the borate
form readily occurred without hydrogen atom transfer for hydrosilane
in the presence of various photoredox catalysts. Combining this protocol
with radical-mediated N-heterocyclic carbene catalysis enabled the
acylsilylation of alkenes via a radical relay process
with silyl radical generation. Furthermore, the recent advanced methods
for the synthesis of silylboronates significantly improved the utility
of this silyl radical generation process.