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Regio- and Stereoselective Alkylation of Pyridine-N-oxides: Synthesis of Substituted Piperidines and Pyridines
Umeå University, Faculty of Science and Technology, Department of Chemistry.
Umeå University, Faculty of Science and Technology, Department of Chemistry.
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2016 (English)In: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 18, no 24, 6228-6231 p.Article in journal (Refereed) Published
Abstract [en]

Regio- and stereoselective addition of alkyl Grignard reagents to pyridine-N-oxides gave C2-alkylated N-hydroxy-1,2,5,6-tetrahydropyridines and trans-2,3-disubstituted N-hydroxy-1,2,5,6-tetrahydropyridines in good to excellent yields. These intermediates were aromatized or alternatively reduced in one-pot methodologies for efficient syntheses of alkylpyridines or piperidines, respectively. These reactions have a broad substrate scope and short reaction times.

Place, publisher, year, edition, pages
2016. Vol. 18, no 24, 6228-6231 p.
National Category
Organic Chemistry
Identifiers
URN: urn:nbn:se:umu:diva-130226DOI: 10.1021/acs.orglett.6b02667ISI: 000390180300004OAI: oai:DiVA.org:umu-130226DiVA: diva2:1065831
Available from: 2017-01-16 Created: 2017-01-14 Last updated: 2017-01-16Bibliographically approved

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Barange, Deepak KumarCairns, Andrew G.Almqvist, Fredrik
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CiteExportLink to record
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