A. B. Budaev, A. V. Ivanov, O. V. Petrova, V. A. Samsonov, I. A. Ushakov, A. Ya. Tikhonov, L. N. Sobenina, B. A. Trofimov, “1,2,5-Oxadiazolo[3,4-g]indoles via annelation of 6,7-dihydrobenzo[c][1,2,5]oxadiazol-4(5H)-one oxime with acetylene”, Mendeleev Commun., 2019, Volume 29, Issue 1,Pages 53

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Communications

1,2,5-Oxadiazolo[3,4-g]indoles via annelation of 6,7-dihydrobenzo[c][1,2,5]oxadiazol-4(5H)-one oxime with acetylene

A. B. Budaev^a, A. V. Ivanov^a, O. V. Petrova^a, V. A. Samsonov^b, I. A. Ushakov^a, A. Ya. Tikhonov^b, L. N. Sobenina^a, 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: 6,7-Dihydrobenzo[c][1,2,5]oxadiazol-4(5H)-one oxime is annelated with acetylene in the KOH/DMSO/H₂O system under pressure to give NH- or N-vinyl-5,8-dihydro-4H-[1,2,5]oxadiazolo[3,4-g]indoles in 29 and 68% yields, respectively. These derivatives are readily aromatized with DDQ at room temperature to the expected indoles.

Language: English

DOI: 10.1016/j.mencom.2019.01.016

	*Supplementary materials:*
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