Photochemical method for preparation of benzo[a]pyrano[3,2‐c]phenazin‐4‐ones from quinoxalines with 4‐pyranone unit

Photochemical method for preparation of benzo[a]pyrano[3,2‐c]phenazin‐4‐ones from quinoxalines with 4‐pyranone unit Full article

Journal

Journal of Heterocyclic Chemistry
ISSN: 0022-152X , E-ISSN: 1943-5193

Output data

Year: 2024, Volume: 61, Number: 9, Pages: 1387-1398 Pages count : 12 DOI: 10.1002/jhet.4861

Authors

Tsyganov Dmitry V. ¹ , Komogortsev Andrey N. ¹ , Melekhina Valeriya G. ¹ , Fakhrutdinov Artem N. ¹ , Lichitsky Boris V. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Science Moscow Russia

Photochemical properties of terarylenes with quinoxalines bridge unit and allomaltol fragment was investigated. We have demonstrated that starting compounds with hydroxyl group in 3-hydroxy-4-pyranone substituent does not undergo any photoinduced transformations. Wherein, conversion to methoxy derivatives allows one to realize photochemical 6π-electrocyclization for considered quinoxalines. Based on data of x-ray analysis the observed difference in reactivity is connected with the presence of hydrogen bond in hydroxyl derivatives. As a result of carried out research photochemical approach to novel benzo[a]pyrano[3,2-c]phenazin-4-ones was implemented.

Tsyganov D.V. , Komogortsev A.N. , Melekhina V.G. , Fakhrutdinov A.N. , Lichitsky B.V.
Photochemical method for preparation of benzo[a]pyrano[3,2‐c]phenazin‐4‐ones from quinoxalines with 4‐pyranone unit
Journal of Heterocyclic Chemistry. 2024. V.61. N9. P.1387-1398. DOI: 10.1002/jhet.4861 WOS Scopus OpenAlex

Web of science:	WOS:001252387500001
Scopus:	2-s2.0-85196652869
OpenAlex:	W4399918587

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