Synthesis of allomaltol containing pyridazines and their photochemical transformation into substituted benzo[ h ]pyrano[2,3- f ]cinnolin-8-ones

Synthesis of allomaltol containing pyridazines and their photochemical transformation into substituted benzo[ h ]pyrano[2,3- f ]cinnolin-8-ones Full article

Journal

Organic & Biomolecular Chemistry
ISSN: 1477-0520 , E-ISSN: 1477-0539

Output data

Year: 2026, DOI: 10.1039/d6ob00173d

Authors

Migulin Alexander V. ¹ , Milyutin Constantine V. ¹ , Komogortsev Andrey N. ¹

Affiliations

1	N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Pr., 47, Moscow, 119991, Russian Federation

In this study, we developed an efficient two-step approach for the synthesis of novel terarylenes featuring an allomaltol substituent and a pyridazine bridge and investigated their photochemical behavior. The proposed strategy is based on the initial reaction of methylene-active allomaltol derivatives with aromatic arylglyoxals, followed by condensation of the resulting diaroylethene with hydrazine. It was found that the obtained terarylenes do not undergo any photochemical transformations under UV irradiation. However, modification of the hydroxyl group through acylation overcomes this limitation and directs the photoreaction toward 6π-electrocyclization. This study provides a convenient method for accessing previously unknown benzo[h]pyrano[2,3-f]cinnolin-8-one derivatives and demonstrates that their acylated precursors can serve as efficient photoacid generators.

Migulin A.V. , Milyutin C.V. , Komogortsev A.N.
Synthesis of allomaltol containing pyridazines and their photochemical transformation into substituted benzo[ h ]pyrano[2,3- f ]cinnolin-8-ones
Organic & Biomolecular Chemistry. 2026. DOI: 10.1039/d6ob00173d WOS Scopus OpenAlex

Submitted:	Jan 29, 2026
Accepted:	Mar 17, 2026
Published print:	Mar 24, 2026

≡ Web of science:	WOS:001721207700001
≡ Scopus:	2-s2.0-105033806238
≡ OpenAlex:	W7140204867