title: Approach to the library of fused pyridine-4-carboxylic acids by Combes-type reaction of acyl pyruvates and electron-rich amino heterocycles.
abstract: A library of fused pyridine-4-carboxylic acids (including pyrazolo[3,4-b]pyridines, isoxazolo[5,4-b]pyridines, furo[2,3-b]pyridines, thieno[2,3-b]pyridines, and pyrido[2,3-d]pyrimidines) was generated by Combes-type reaction of acyl pyruvates and electron-rich amino heterocycles followed by hydrolysis of the ester. The library members were also demonstrated to undergo the standard combinatorial transformations including amide coupling and esterification, as well as less common heterocyclizations to 1,2,4-triazoles and 1,2,4-oxadiazoles.
authors.affiliation: Department of Chemistry, Kyiv National Taras Shevchenko University, Kyiv 01033, Ukraine. d.volochnyuk@enamine.net
authors.forename: Dmitriy M
authors.initials: DM
authors.lastname: Volochnyuk
authors.forename: Sergey V
authors.initials: SV
authors.lastname: Ryabukhin
authors.forename: Andrey S
authors.initials: AS
authors.lastname: Plaskon
authors.forename: Yuri V
authors.initials: YV
authors.lastname: Dmytriv
authors.forename: Oleksandr O
authors.initials: OO
authors.lastname: Grygorenko
authors.forename: Pavel K
authors.initials: PK
authors.lastname: Mykhailiuk
authors.forename: Dmitriy G
authors.initials: DG
authors.lastname: Krotko
authors.forename: Alexei
authors.initials: A
authors.lastname: Pushechnikov
authors.forename: Andrey A
authors.initials: AA
authors.lastname: Tolmachev
mesh_terms: D020650:Combinatorial Chemistry Techniques; D004583:Electrons; D006571:Heterocyclic Compounds / Q000737:chemistry*; D006868:Hydrolysis; D007539:Isonicotinic Acids / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D011773:Pyruvates / Q000737:chemistry*; D054852:Small Molecule Libraries; D013237:Stereoisomerism
chemical_list: D006571:Heterocyclic Compounds; D007539:Isonicotinic Acids; D011773:Pyruvates; D054852:Small Molecule Libraries