Visible-Light-Induced Remote C(sp(3))-H Pyridylation of Sulfonamides and Carboxamides

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Visible-light-induced site-selective C(sp3)-H pyridylation of amides has been accomplished using N-amidopyridinium salts. The N-centered radicals generated by the single-electron reduction of N-amidopyridinium substrates undergo 1,5-hydrogen atom transfer to form alkyl radical intermediates. Excellent C4-selectivity in radical trapping with pyridinium salts is observed for the alkyl radicals to provide δ-pyridyl sulfonamides and γ-pyridyl carboxamides. The utility is demonstrated by offering a practical approach for the late-stage functionalization of complex amide derivatives.
Publisher
AMER CHEMICAL SOC
Issue Date
2019-11
Language
English
Article Type
Article
Citation

ORGANIC LETTERS, v.21, no.23, pp.9719 - 9723

ISSN
1523-7060
DOI
10.1021/acs.orglett.9b03879
URI
http://hdl.handle.net/10203/270073
Appears in Collection
CH-Journal Papers(저널논문)
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