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

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Title
Visible-Light-Driven C4-Selective Alkylation of Pyridinium Derivatives with Alkyl Bromides
Author(s)
Sungwoo Jung; Sanghoon Shin; Seongjin Park; Sungwoo Hong
Subject
BOND-DISSOCIATION ENERGIES, ; C-H ALKYLATION, ; METAL-FREE, ; N-OXIDES, ; ELECTRON-TRANSFER, ; PHOTOREDOX, ; HETEROARENES, ; FUNCTIONALIZATION, ; ALCOHOLS
Publication Date
2020-07
Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, v.142, no.26, pp.11370 - 11375
Publisher
AMER CHEMICAL SOC
Abstract
ⓒ 2020 American Chemical Society 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
URI
https://pr.ibs.re.kr/handle/8788114/7780
DOI
10.1021/jacs.0c04499
ISSN
0002-7863
Appears in Collections:
Center for Catalytic Hydrocarbon Functionalizations(분자활성 촉매반응 연구단) > 1. Journal Papers (저널논문)
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