Visible-Light-Driven C4-Selective Alkylation of Pyridinium Derivatives with Alkyl Bromides

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Reported 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.
Publisher
AMER CHEMICAL SOC
Issue Date
2020-07
Language
English
Article Type
Article
Citation

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, v.142, no.26, pp.11370 - 11375

ISSN
0002-7863
DOI
10.1021/jacs.0c04499
URI
http://hdl.handle.net/10203/281979
Appears in Collection
CH-Journal Papers(저널논문)
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