СИНТЕЗ 2-АРИЛИДЕНИМИДАЗО[1,2-a]ПИРАЗИН-3,6,8(2H,5H,7H)-ТРИОНОВ В РЕЗУЛЬТАТЕ ОКИСЛЕНИЯ 4-АРИЛИДЕН-2-МЕТИЛ-1H-ИМИДАЗОЛ-5(4H)-ОНОВ ДИОКСИДОМ СЕЛЕНА

Эльвира Р. Зайцева; Александр Ю. Смирнов; Иван Н. Мяснянко; Анатолий И. Соколов; Михаил С. Баранов

doi:10.1007/5435

Authors

Эльвира Р. Зайцева D. Mendeleyev University of Chemical Technology of Russia, 9 Miusskaya Sq., Moscow 125047, Russia Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 16/10 Miklukho-Maklaya St., Moscow 117997, Russia
Александр Ю. Смирнов Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 16/10 Miklukho-Maklaya St., Moscow 117997, Russia
Иван Н. Мяснянко Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 16/10 Miklukho-Maklaya St., Moscow 117997, Russia
Анатолий И. Соколов Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 16/10 Miklukho-Maklaya St., Moscow 117997, Russia
Михаил С. Баранов Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 16/10 Miklukho-Maklaya St., Moscow 117997, Russia Pirogov Russian National Research Medical University, 1 Ostrovitianova St., Moscow 117997, Russia

DOI:

https://doi.org/10.1007/5435

Keywords:

imidazolones, selenium dioxide, chromophores, fluorogens, oxidation.

Abstract

4-Arylidene-2-methyl-1H-imidazol-5(4H)-ones with an acetamide substituent at position 1 of the imidazolone ring can be oxidized with selenium dioxide to form a six-membered imide ring. The spectra of the obtained 2-arylideneimidazo[1,2-a]pyrazine-3,6,8(2H,5H,7H)-triones exhibit significant bathochromic shifts of the absorption and emission maxima in comparison with the spectra of the starting imdazolones, which suggests that the synthesized compounds could be used as fluorogenic dyes.