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

Author:

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

Affiliation:

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

Abstract

AbstractPhotochemical 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.

Publisher

Wiley

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