Communications

Synthesis of 3-acylindolizines based on β-nitro-substituted benzochromenes and carbonyl-stabilized pyridinium ylides

D. V. Osipov, D. A. Rashchepkina, P. E. Krasnikov, V. A. Osyanin

Samara State Technical University, 443100 Samara, Russian Federation

Аннотация: 3-Acylindolizines containing a (1-hydroxynaphthalen-2-yl)methyl substituent at position 1 were obtained via the reaction of 2-nitro-1H-benzochromenes or 3-nitro-4Hbenzo[h]chromene with carbonyl-stabilized pyridinium ylides. The proposed reaction mechanism includes the Michael addition of the pyridinium ylide, opening of the dihydropyran ring, 5-endo-trig cyclization, and elimination of nitrous acid.

Ключевые слова: 2-nitro-1H-benzochromenes, 3-nitro-4H-benzo[h]chromene, pyridinium ylides, indolizines, Michael reaction.

Поступила в редакцию: 04.04.2025
Принята в печать: 21.05.2025

Язык публикации: английский

DOI: 10.71267/mencom.7789

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