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JOURNALS // Mendeleev Communications // Archive

Mendeleev Commun., 2021 Volume 31, Issue 3, Pages 407–408 (Mi mendc945)

Communications

Ring switching tricomponent synthesis of pyrano[2,3-b]pyridine multifunctional derivatives

B. V. Paponova, D. A. Rakityanskya, M. S. Samokhvalovaa, G. Denisovb, A. Yu. Potapovc, Kh. S. Shikhalievc

a Belgorod State National Research University, Belgorod, Russian Federation
b A.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, Moscow, Russian Federation
c Voronezh State University, Voronezh, Russian Federation

Abstract: New 3-acylamino-7-hydroxy-5-methyl-2-oxo-2H-pyrano[2,3-b]pyridine-6-carbonitriles were synthesized via a tricomponent condensation of 3-cyano-4-methyl-1,2,5,6-tetrahydropyridine-2,6-dione, triethyl orthoformate and N-acylglycines under the Erlenmeyer–Plöchl reaction conditions. According to X-ray data, in the solid phase they exist as hydroxypyridine tautomer form.

Keywords: 2H-pyrano[2,3-b]pyridinones, 1,2,5,6-tetrahydropyridine-2,6-dione, hippuric acid, triethyl orthoformate, tricomponent condensation, ring switching, Erlenmeyer–Plöchl reaction.

Language: English

DOI: 10.1016/j.mencom.2021.04.041



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