O. V. Petrova, L. N. Sobenina, I. A. Ushakov, A. B. Budaev, A. V. Ivanov, V. A. Samsonov, A. Ya. Tikhonov, B. A. Trofimov, “Multi-channel annulation of acetylene with 3-methyl-7,8-dihydrocinnolin-5(6<i>H</i>)-one oxime in the KOH/DMSO superbasic system”, Mendeleev Commun., 2017, Volume 27, Issue 4,Pages <nobr>344

This article is cited in 6 papers

Communications

Multi-channel annulation of acetylene with 3-methyl-7,8-dihydrocinnolin-5(6H)-one oxime in the KOH/DMSO superbasic system

O. V. Petrova^a, L. N. Sobenina^a, I. A. Ushakov^a, A. B. Budaev^a, A. V. Ivanov^a, V. A. Samsonov^b, A. Ya. Tikhonov^b, B. A. Trofimov^a

^a A.E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Irkutsk, Russian Federation
^b N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, Novosibirsk, Russian Federation

Abstract: Acetylene in the KOH / DMSO system (1 bar, 140 °C, 12 h) is annulated with 3-methyl-7,8-dihydrocinnolin-5(6H)-one oxime in several directions: along with the building up of pyrrole fragment over cyclohexane ring, transformation of the oxime function to the amino one occurs. This amine undergoes other annulations to form tricyclic compounds with pyridine moieties.

Language: English

DOI: 10.1016/j.mencom.2017.07.007

	*Supplementary materials:*
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