Pyridine-Fused 2-Pyridones via Povarov and A 3 Reactions: Rapid Generation of Highly Functionalized Tricyclic Heterocycles Capable of Amyloid Fibril Binding.

Singh P, Adolfsson DE, Ådén J, Cairns AG, Bartens C, Brännström K, Olofsson A, Almqvist F

J. Org. Chem. 84 (7) 3887-3903 [2019-04-05; online 2019-03-20]

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.

Cryo-EM [Service]

Swedish NMR Centre (SNC) [Service]

PubMed 30862161

DOI 10.1021/acs.joc.8b03015

Crossref 10.1021/acs.joc.8b03015

Publications 9.5.0