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Download fileVisible-Light-Driven C4-Selective Alkylation of Pyridinium Derivatives with Alkyl Bromides
journal contribution
posted on 2020-06-18, 16:09 authored by Sungwoo Jung, Sanghoon Shin, Seongjin Park, Sungwoo HongReported herein is a general strategy
for the photochemical cross-coupling
between N-amidopyridinium salts and various
alkyl bromides under photocatalyst-free conditions, granting facile
access to various C4-alkylated pyridines. This approach exploits the
intriguing photochemical activity of electron donor–acceptor
(EDA) complexes between N-amidopyridinium salts
and bromide, which provides a photoactive handle capable of generating
silyl radicals and driving the alkylation process. The robustness
of this protocol was further demonstrated by the late-stage functionalization
of complex compounds under mild and metal-free conditions.
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metal-free conditionscompoundcross-couplingC 4-alkylated pyridineslate-stage functionalizationphotocatalyst-free conditionsstrategyaccesscomplexdonoralkylation processelectronalkyl bromidesEDAphotoactiveAlkyl Bromides Reportedsilyl radicalsrobustnessamidoPyridinium DerivativesVisible-Light-Driven C 4-Selective Alkylationapproach exploits