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Transition-Metal-Free and Site-Selective Selenylation of Heterocyclic N-Oxides in Anisole as a Green Solvent

Authors
Lee, Suk HunKwon, Na YeonLee, Ji YoonAn, WonJung, Young HoonMishra, Neeraj KumarGhosh, PrithwishPark, Jung SuKim, In Su
Issue Date
Aug-2020
Publisher
WILEY-V C H VERLAG GMBH
Keywords
Chalcogenation; Heterocycles; N-Oxides; Selenium; Transition-metal-free
Citation
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, v.2020, no.31, pp.4886 - 4892
Journal Title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume
2020
Number
31
Start Page
4886
End Page
4892
URI
https://scholarworks.sookmyung.ac.kr/handle/2020.sw.sookmyung/1327
DOI
10.1002/ejoc.202000610
ISSN
1434-193X
Abstract
Transition-metal-free and site-selective C-H selenylation of heterocyclic N-oxides with diselenides is described. This method can be also applied for the formation of C2-sulfenylated and C2-tellurinated quinoline derivatives. Notably, the simple reaction conditions with the use of anisole as a green solvent have been employed in this coupling reaction. Combined mechanistic investigations elucidate a plausible reaction mechanism of this process. The synthetic transformations demonstrate the utility of the developed method.
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