title: Ammonia-Promoted One-Pot Tetrazolopiperidinone Synthesis by Ugi Reaction.
abstract: Ammonia in the tetrazole Ugi variation together with α-amino acid methyl ester-derived isocyanides provides tetrazolopiperidinones in good to high yields in one pot. The scope and limitations of this reaction were investigated by performing >70 reactions. The scaffold is useful to fill high-throughput screening decks and in structure-based drug design.
authors.affiliation: Drug Design Group, Department of Pharmacy, University of Groningen , Antonius Deusinglaan 1, 9713 AV Groningen, The Netherlands.
authors.forename: Pravin
authors.identifier: 0000-0002-0903-8174
authors.initials: P
authors.lastname: Patil
authors.affiliation: Biocrystallography Group, Department of Crystal Chemistry and Crystal Physics, Faculty of Chemistry, Jagiellonian University , Ingardena 3, 30-060 Kraków, Poland.
authors.forename: Katarzyna
authors.initials: K
authors.lastname: Kurpiewska
authors.affiliation: Biocrystallography Group, Department of Crystal Chemistry and Crystal Physics, Faculty of Chemistry, Jagiellonian University , Ingardena 3, 30-060 Kraków, Poland.
authors.forename: Justyna
authors.initials: J
authors.lastname: Kalinowska-Tłuścik
authors.affiliation: Drug Design Group, Department of Pharmacy, University of Groningen , Antonius Deusinglaan 1, 9713 AV Groningen, The Netherlands.
authors.forename: Alexander
authors.identifier: 0000-0002-9923-8873
authors.initials: A
authors.lastname: Dömling
mesh_terms: D000596:Amino Acids / Q000737:chemistry; D000641:Ammonia / Q000737:chemistry*; D003486:Cyanides / Q000138:chemical synthesis*; D004952:Esters / Q000737:chemistry; D006801:Humans; D015394:Molecular Structure; D010881:Piperidones / Q000138:chemical synthesis*; D054852:Small Molecule Libraries; D013777:Tetrazoles / Q000138:chemical synthesis*
chemical_list: D000596:Amino Acids; D003486:Cyanides; D004952:Esters; D010881:Piperidones; D054852:Small Molecule Libraries; D013777:Tetrazoles; D000641:Ammonia
keywords: European Lead Factory; Ugi reaction; ammonia Ugi reaction; isocyanide; multicomponent reaction; tetrazolopiperidinone