Pyridine—Azepine Structural Modification of 3,4-Dihydro-nor-isoharmine


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Structural modification of 3,4-dihydro-nor-isoharmine through expansion of the dihydropyridine ring to dihydroazepine was accomplished in two stages including pyridine-azepine recyclization of the quaternized substrate by the action of phenacyl halides and their heterocyclic analogs. The recyclization process can be accompanied by 1,2-migration of the acyl group to give mixtures of 4-acyl-9-methoxy-3-methyl-1,2-dihydroazepino[4,5-b]indoles and their 5-acyl-substituted isomers. Factor influencing the recyclization direction and product ratio were analyzed.

作者简介

A. Zubenko

North Caucasus Zonal Research Veterinary Institute, Rostovskoe shosse

Email: asmork2@ipoc.rsu.ru
俄罗斯联邦, Novocherkassk, Rostov oblast, 346421

A. Morkovnik

Institute of Physical and Organic Chemistry

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Email: asmork2@ipoc.rsu.ru
俄罗斯联邦, pr. Stachki 194/2, Rostov-on-Don, 344090

L. Divaeva

Institute of Physical and Organic Chemistry

Email: asmork2@ipoc.rsu.ru
俄罗斯联邦, pr. Stachki 194/2, Rostov-on-Don, 344090

V. Kartsev

InterBioScreen Ltd.

Email: asmork2@ipoc.rsu.ru
俄罗斯联邦, Institutskii pr. 7, Chernogolovka, Moscow oblast, 142432

A. Anisimov

Mendeleev University of Chemical Technology of Russia

Email: asmork2@ipoc.rsu.ru
俄罗斯联邦, Miusskaya pl. 9, Moscow, 125047

K. Suponitsky

Nesmeyanov Institute of Organoelement Compounds

Email: asmork2@ipoc.rsu.ru
俄罗斯联邦, ul. Vavilova 28, Moscow, 119991

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