title: The unexpected influence of aryl substituents in N-aryl-3-oxobutanamides on the behavior of their multicomponent reactions with 5-amino-3-methylisoxazole and salicylaldehyde.
abstract: The switchable three-component reactions of 5-amino-3-methylisoxazole, salicylaldehyde and N-aryl-3-oxobutanamides under different conditions were studied and discussed. The unexpected influence of the aryl substituent in N-aryl-3-oxobutanamides on the behavior of the reaction was discovered. The key influence of ultrasonication and Lewis acid catalysts led to an established protocol to selectively obtain two or three types of heterocyclic scaffolds depending on the substituent in the N-aryl moiety.
authors: Division of Chemistry of Functional Materials, SSI "Institute for Single Crystals" NAS of Ukraine, Lenin Ave. 60, Kharkiv 61001, Ukraine ; Faculty of Chemistry, V. N. Karazin Kharkiv National University, Svobody sq. 4, Kharkiv 61022, Ukraine.
authors: Volodymyr V
authors: VV
authors: Tkachenko
authors: Division of Chemistry of Functional Materials, SSI "Institute for Single Crystals" NAS of Ukraine, Lenin Ave. 60, Kharkiv 61001, Ukraine.
authors: Elena A
authors: EA
authors: Muravyova
authors: Division of Chemistry of Functional Materials, SSI "Institute for Single Crystals" NAS of Ukraine, Lenin Ave. 60, Kharkiv 61001, Ukraine ; Faculty of Chemistry, V. N. Karazin Kharkiv National University, Svobody sq. 4, Kharkiv 61022, Ukraine.
authors: Sergey M
authors: SM
authors: Desenko
authors: Division of Chemistry of Functional Materials, SSI "Institute for Single Crystals" NAS of Ukraine, Lenin Ave. 60, Kharkiv 61001, Ukraine ; Faculty of Chemistry, V. N. Karazin Kharkiv National University, Svobody sq. 4, Kharkiv 61022, Ukraine.
authors: Oleg V
authors: OV
authors: Shishkin
authors: Division of Chemistry of Functional Materials, SSI "Institute for Single Crystals" NAS of Ukraine, Lenin Ave. 60, Kharkiv 61001, Ukraine.
authors: Svetlana V
authors: SV
authors: Shishkina
authors: Fachbereich Chemie, University of Konstanz, Fach M-720, Universitaetsstrasse 10, D-78457 Konstanz, Germany.
authors: Dmytro O
authors: DO
authors: Sysoiev
authors: Institut für Organische Chemie und Makromolekulare Chemie, Heinrich-Heine-Universität Düsseldorf, Universitätsstraße 1, D-40225 Düsseldorf, Germany.
authors: Thomas J J
authors: TJ
authors: Müller
authors: Division of Chemistry of Functional Materials, SSI "Institute for Single Crystals" NAS of Ukraine, Lenin Ave. 60, Kharkiv 61001, Ukraine ; Faculty of Chemistry, V. N. Karazin Kharkiv National University, Svobody sq. 4, Kharkiv 61022, Ukraine ; Institut für Organische Chemie und Makromolekulare Chemie, Heinrich-Heine-Universität Düsseldorf, Universitätsstraße 1, D-40225 Düsseldorf, Germany.
authors: Valentin A
authors: VA
authors: Chebanov
keywords: 5-amino-3-methylisoxazole; catalysis; chemoselectivity; heterocycle; multicomponent reaction; salicylaldehyde; ultrasonication