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A NEW METHOD FOR THE SYNTHESIS OF SUBSTITUTED 8,9,10,11-TETRAHYDROINDOLO[1,2-a]QUINOXALIN-6(5H)-ONES

Вахид А. Мамедов, Елена А. Хафизова, Анастасия И. Замалетдинова, Юлия К. Воронина, Сания Ф. Кадырова, Екатерина В. Миронова, Дмитрий Б. Криволапов, Ильдар Х. Ризванов, Олег Г. Синяшин
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Abstract


The reaction of 1-(cyclohexen-1-yl)pyrrolidines with 3-(α-chlorobenzyl)quinoxalin-2(1H)-ones resulted in the formation of 8,9,10,11-tetrahydroindolo[1,2-a]quinoxalin-6(5H)-ones via a tandem sequence of Stork enamine alkylation and intramolecular annulation. Oxidative dehydrogenation gave indolo[1,2-a]quinoxalin-6(5H)-one.

Authors: Vakhid A. Mamedov*, Elena A. Khafizova, Anastasiya I. Zamaletdinova, Julia K. Voronina, Saniya F. Kadyrova, Ekaterina V. Mironova, Dmitry B. Krivolapov, Ildar Kh. Rizvanov, Oleg G. Sinyashin


Keywords


3-(α-chlorobenzyl)quinoxalin-2(1H)-ones; 1-(cyclohexen-1-yl)pyrrolidines; 8,9,10,11-tetrahydroindolo[1,2-a]quinoxalin-6(5H)-ones; Stork reaction; tetrahydroindolo[a]annulation; X-ray structural analysis

Full Text: PDF (Russian) Supplementary File(s): Supporting information (404KB)


 

 

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