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C4-Selective C-H Borylation of Pyridinium Derivatives Driven by Electron Donor-Acceptor Complexes

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Title
C4-Selective C-H Borylation of Pyridinium Derivatives Driven by Electron Donor-Acceptor Complexes
Author(s)
Wonjun Choi; Minseok Kim; Kangjae Lee; Seongjin Park; Sungwoo Hong
Publication Date
2022-12
Journal
Organic Letters, v.24, no.51, pp.9452 - 9457
Publisher
American Chemical Society
Abstract
© 2022 American Chemical Society.The photoinduced C4-selective C-H borylation of pyridines was achieved using electron donor-acceptor complexes derived from a Lewis base and N-amidopyridinium salts under external oxidant- and photocatalyst-free conditions. Notably, the nucleophilic character of phosphite-ligated boryl radicals enables addition of a radical to position C4 of pyridinium salts to afford C4-borylated heteroarenes that are otherwise difficult to obtain. This approach provides a versatile platform for the installation of both phosphite- and amine-coordinated boron groups on a series of pyridines under mild conditions, demonstrating excellent C4-positional selectivity for the pyridine scaffolds.
URI
https://pr.ibs.re.kr/handle/8788114/12478
DOI
10.1021/acs.orglett.2c03882
ISSN
1523-7060
Appears in Collections:
Center for Catalytic Hydrocarbon Functionalizations(분자활성 촉매반응 연구단) > 1. Journal Papers (저널논문)
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