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Pyridine-Fused 2-Pyridones via Povarov and A3 Reactions: Rapid Generation of Highly Functionalized Tricyclic Heterocycles Capable of Amyloid Fibril Binding
Umeå University, Faculty of Science and Technology, Department of Chemistry.
Umeå University, Faculty of Science and Technology, Department of Chemistry.
Umeå University, Faculty of Science and Technology, Department of Chemistry.
Umeå University, Faculty of Science and Technology, Department of Chemistry.
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2019 (English)In: Journal of Organic Chemistry, ISSN 0022-3263, E-ISSN 1520-6904, Vol. 84, no 7, p. 3887-3903Article in journal (Refereed) Published
Abstract [en]

We here describe the use of three-component reactions to synthesize tricyclic pyridine ring-fused 2-pyridones. The developed protocols have a wide substrate scope and allow for the installation of diverse chemical functionalities on the tricyclic central fragment. Several of these pyridine-fused rigid polyheterocycles are shown to bind to Aβ and α-synuclein fibrils, which are associated with neurodegenerative diseases.

Place, publisher, year, edition, pages
American Chemical Society (ACS), 2019. Vol. 84, no 7, p. 3887-3903
National Category
Organic Chemistry
Identifiers
URN: urn:nbn:se:umu:diva-157464DOI: 10.1021/acs.joc.8b03015ISI: 000464250800014PubMedID: 30862161OAI: oai:DiVA.org:umu-157464DiVA, id: diva2:1297975
Funder
Swedish Research Council, 2014-04673Swedish Research Council, 2018-04589Knut and Alice Wallenberg Foundation, KAW 2013.0031The Kempe Foundations, SMK-1755Swedish Foundation for Strategic Research , SB12-0070Available from: 2019-03-21 Created: 2019-03-21 Last updated: 2019-06-13Bibliographically approved

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Singh, PardeepAdolfsson, Dan E.Ådén, JörgenCairns, Andrew G.Brännström, KristofferOlofsson, AndersAlmqvist, Fredrik

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Singh, PardeepAdolfsson, Dan E.Ådén, JörgenCairns, Andrew G.Brännström, KristofferOlofsson, AndersAlmqvist, Fredrik
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Department of ChemistryDepartment of Medical Biochemistry and Biophysics
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Journal of Organic Chemistry
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