Abstract:
The interaction of β,β,γ,γ-tetracyanoalkanones with aqueous ammonia leads to 3-amino-1,2-dicyano-4,6-diazabicyclo[3,2,1]oct- 2-en-7-ones; their structure has been established by X-ray crystallography.
Document Type:
Article
Language: English
Citation:
O. E. Nasakin, V. P. Sheverdov, O. V. Ershov, I. V. Moiseeva, A. N. Lushchikov, V. N. Khrustalev, M. Yu. Antipin, “Single-stage synthesis of 3-amino-1,2-dicyano-4,6-diazabicyclo[3,2,1]oct-2-en-7-ones from β,β,γ,γ-tetracyanoalkanones”, Mendeleev Commun., 7:3 (1997), 112–113
Linking options:
https://www.mathnet.ru/eng/mendc4810
https://www.mathnet.ru/eng/mendc/v7/i3/p112
This publication is cited in the following 15 articles:
M. Yu. Belikov, O. V. Ershov, “Different Directions of the Reaction of 1-(2-Oxocycloalkyl)-ethane-1,1,2,2-tetracarbonitriles with Aqueous Ammonia”, Russ J Org Chem, 55:4 (2019), 456
O. V. Ershov, K. V. Lipin, M. Yu. Belikov, M. Yu. Ievlev, “Synthesis of 2,7-Diazabicyclo[3.2.1]oct-3-ene Derivatives”, Russ J Org Chem, 55:7 (2019), 1009
O. V. Ershov, K. V. Lipin, A. V. Eremkin, O. E. Nasakin, V. P. Sheverdov, P. I. Fedorov, V. A. Tafeenko, “Tricomponent domino synthesis of 6-hydroxy-2-chloro-1,4,5,6-tetrahydropyridine-3,4,4-tricarbonitriles”, Russ J Org Chem, 53:2 (2017), 215
O. V. Ershov, S. V. Fedoseev, M. Yu. Belikov, M. Yu. Ievlev, “Domino-synthesis and fluorescence properties of 4-cyano-2-oxo-1,2-dihydropyridine-3-carboxamides and 2-oxo-1,2-dihydropyridine-3,4-dicarbonitriles”, RSC Adv., 5:43 (2015), 34191
Sergey V. Fedoseev, Oleg V. Ershov, Mikhail Yu. Belikov, Konstantin V. Lipin, Ivan N. Bardasov, Oleg E. Nasakin, Viktor A. Tafeenko, “Domino synthesis of 3-amino-8-hydroxy-1,6-dioxo-2,7-diazaspiro[4.4]non-3-ene-4-carbonitriles”, Tetrahedron Letters, 54:17 (2013), 2143
M. Yu. Belikov, O. V. Ershov, I. V. Lipovskaya, S. V. Fedoseev, O. E. Nasakin, “Spiro heterocyclization of 4-aryl-4-oxobutane-1,1,2,2-tetracarbonitriles to 3H-pyrrole derivatives, 2-oxa-7-azaspiro[4.4]nona-3,6,8-trienes”, Russ J Org Chem, 49:6 (2013), 864
Ya. S. Kayukov, I. N. Bardasov, S. V. Karpov, O. V. Ershov, O. E. Nasakin, O. V. Kayukova, V. A. Tafeenko, “Reaction of 2,2,3,3-tetracyanocyclopropyl ketones with sodium and potassium hydroxides”, Russ J Org Chem, 48:11 (2012), 1447
M.Yu. Belikov, O.V. Ershov, A.V. Eremkin, O.E. Nasakin, V.A. Tafeenko, E.V. Nurieva, “Reaction between 4-oxoalkane-1,1,2,2-tetracarbonitriles and morpholine: regioselective synthesis of 5-amino-2-(morpholin-4-yl)-3-(2-oxoalkyl)-3H-pyrrol-3,4-dicarbonitriles”, Tetrahedron Letters, 52:48 (2011), 6407
Ya. S. Kayukov, I. N. Bardasov, O. V. Kayukova, O. V. Ershov, O. E. Nasakin, A. V. Eremkin, V. A. Tafeenko, “Reaction of tetracyanocyclopropyl ketones with hydrazine hydrate”, Russ J Org Chem, 47:5 (2011), 722
M. Yu. Belikov, O. V. Ershov, I. V. Lipovskaya, A. V. Eremkin, O. E. Nasakin, “Synthesis of 5-amino-3H-pyrrole-3,4-dicarbonitriles from 4-aryl-4-oxobutane-1,1,2,2-tetracarbonitriles”, Russ J Org Chem, 47:9 (2011), 1426
M. Yu. Belikov, O. V. Ershov, A. V. Eremkin, Ya. S. Kayukov, O. E. Nasakin, “Synthesis of diethylammonium 3,4-dicyano-5,6,7,8-tetrahydroquinolin-2-olates”, Russ J Org Chem, 46:4 (2010), 615
M. Yu. Belikov, O. V. Ershov, A. V. Eremkin, Ya. S. Kayukov, O. E. Nasakin, “Synthesis of a new organic anion by reaction of 4-aryl(hetaryl)-4-oxobutane-1,1,2,2-tetracarbonitriles with ammonia”, Russ J Org Chem, 46:4 (2010), 597
O.V. Ershov, A.V. Eremkin, Ya.S. Kajukov, O.E. Nasakin, V.A. Tafeenko, E.V. Nurieva, “Interaction of tetracyanoethylene with α,β-unsaturated aldehydes. Synthesis of 2,4-dialkyl-7-imino-6-oxabicyclo[3.2.1]oct-3-ene-1,8,8-tricarbonitriles”, Tetrahedron Letters, 48:15 (2007), 2803
V. P. Sheverdov, O. V. Ershov, A. V. Eremkin, O. E. Nasakin, I. N. Bardasov, V. A. Tafeenko, “Synthesis of 4-Formyl-3-cyclopentene-1,1,2-tricarbonitriles”, Russ J Org Chem, 41:12 (2005), 1757
V. P. Sheverdov, O. V. Ershov, O. E. Nasakin, E. V. Selunina, I. G. Tikhonova, V. N. Khrustalev, “Reaction of 2,2,3,3-tetracyanocyclopropyl ketones with ammonia”, Mendeleev Commun., 10:1 (2000), 25–26