Formation of 1-aminophenazine from 3,4-dihydrophenazin-1(2H)-one oxime in the system acetylene–KOH–DMSO

The reaction of 3,4-dihydrophenazin-1(2 H )-one oxime with acetylene in the superbasic system KOH–DMSO afforded 1-aminophenazine in 32% yield instead of the expected pyrrolophenazine. The same product was also obtained under analogous conditions in the absence of acetylene.

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Veröffentlicht in:Russian journal of organic chemistry 2017, Vol.53 (1), p.150-152
Hauptverfasser: Petrova, O. V., Sobenina, L. N., Budaev, A. B., Ivanov, A. V., Samsonov, V. A., Tikhonov, A. Ya, Trofimov, B. A.
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Sprache:eng
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Zusammenfassung:The reaction of 3,4-dihydrophenazin-1(2 H )-one oxime with acetylene in the superbasic system KOH–DMSO afforded 1-aminophenazine in 32% yield instead of the expected pyrrolophenazine. The same product was also obtained under analogous conditions in the absence of acetylene.
ISSN:1070-4280
1608-3393
DOI:10.1134/S1070428017010316