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Electrophilically Activated Nitroalkanes in Double Annulation of [1,2,4]Triazolo[4,3-a]quinolines and 1,3,4-Oxadiazole Rings
Authors:Alexander V Aksenov  Nikita K Kirilov  Nicolai A Aksenov  Dmitrii A Aksenov  Elena A Sorokina  Carolyn Lower  Michael Rubin
Institution:1.Department of Chemistry, North Caucasus Federal University, 1a Pushkin St., 355017 Stavropol, Russia; (N.K.K.); (N.A.A.); (D.A.A.);2.Organic Chemistry Department, Peoples’ Friendship, University of Russia (RUDN University), 6, Miklukho-Maklaya St., 117198 Moscow, Russia;3.Department of Chemistry, University of Kansas, 1567 Irving Hill Road, Lawrence, KS 66045, USA;
Abstract:Nitroalkanes activated with polyphosphoric acid could serve as efficient electrophiles in reactions with amines and hydrazines, enabling various cascade transformations toward heterocyclic systems. This strategy was developed for an innovative synthetic protocol employing simultaneous or sequential annulation of two different heterocyclic cores, affording 1,2,4]triazolo4,3-a]quinolines with 1,3,4-oxadiazole substituents.
Keywords:nitroalkanes  heterocycles  annulation  cascade transformations
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