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


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Abstract

The reaction of 3,4-dihydrophenazin-1(2H)-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.

About the authors

O. V. Petrova

Favorskii Irkutsk Institute of Chemistry, Siberian Branch

Email: boris_trofimov@irioch.irk.ru
Russian Federation, ul. Favorskogo 1, Irkutsk, 664033

L. N. Sobenina

Favorskii Irkutsk Institute of Chemistry, Siberian Branch

Email: boris_trofimov@irioch.irk.ru
Russian Federation, ul. Favorskogo 1, Irkutsk, 664033

A. B. Budaev

Favorskii Irkutsk Institute of Chemistry, Siberian Branch

Email: boris_trofimov@irioch.irk.ru
Russian Federation, ul. Favorskogo 1, Irkutsk, 664033

A. V. Ivanov

Favorskii Irkutsk Institute of Chemistry, Siberian Branch

Email: boris_trofimov@irioch.irk.ru
Russian Federation, ul. Favorskogo 1, Irkutsk, 664033

V. A. Samsonov

Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch

Email: boris_trofimov@irioch.irk.ru
Russian Federation, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090

A. Ya. Tikhonov

Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch

Email: boris_trofimov@irioch.irk.ru
Russian Federation, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090

B. A. Trofimov

Favorskii Irkutsk Institute of Chemistry, Siberian Branch

Author for correspondence.
Email: boris_trofimov@irioch.irk.ru
Russian Federation, ul. Favorskogo 1, Irkutsk, 664033

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