Aminopyridinium ylides from pyrano[3,4-c]pyran-7-ium salts: Synthesis and structure

Aminopyridinium ylides from pyrano[3,4-c]pyran-7-ium salts: Synthesis and structure

The reaction of the bicyclic polyfunctional electrophilic system – 1-ethoxy-5-methyl-3,8-diphenyl-1H-pyrano[3,4-c]pyran-7-ium perchlorate with heterocyclic and aromatic acid hydrazides leads to the corresponding N-aminopyridinium ylides in one-pot. The reaction conditions have been optimized and a m...

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Veröffentlicht in:Tetrahedron 2024-03, Vol.154, p.133891, Article 133891
Hauptverfasser: Chekunov, Alexander А., Suzdalev, Konstantin F., Tkachev, Valery V., Krachkovskaya, Alina V., Popov, Leonid D., Aldoshin, Sergey M., Galenko-Yaroshevsky, Pavel A., Tovkach, Yuri V.
Format: Artikel
Sprache:eng
Schlagworte:
ANRORC
Hydrazide
Pyranopyridine
Pyridinium salt
Pyrylium salt
Ylide
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Zusammenfassung:The reaction of the bicyclic polyfunctional electrophilic system – 1-ethoxy-5-methyl-3,8-diphenyl-1H-pyrano[3,4-c]pyran-7-ium perchlorate with heterocyclic and aromatic acid hydrazides leads to the corresponding N-aminopyridinium ylides in one-pot. The reaction conditions have been optimized and a mechanism for the formation of the ylides has been proposed. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2024.133891