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Title: Synthesis, structure, and biological activity of 2,6-diazido-4-methylnicotinonitrile derivatives
Authors: Aksenov, N. A.
Аксенов, Н. А.
Dotsenko, V. V.
Доценко, В. В.
Keywords: 1,2,3-triazoles;Azidopyridines;Dimroth reaction;Growth regulating activity;Iminophosphoranes;Nicotinonitriles;Staudinger reaction
Issue Date: 2018
Publisher: Springer New York LLC
Citation: Dyadyuchenko, L.V., Dmitrieva, I.G., Aksenov, N.A., Dotsenko, V.V. Synthesis, structure, and biological activity of 2,6-diazido-4-methylnicotinonitrile derivatives // Chemistry of Heterocyclic Compounds. - 2018. - Volume 54. - Issue 10. - Pages 964–970
Series/Report no.: Chemistry of Heterocyclic Compounds
Abstract: A number of 2,6-diazido-4-methylnicotinonitrile derivatives has been synthesized as prospective novel plant growth regulators. The 2-[(triphenylphosphoranylidene)amino]tetrazolo[1,5-a]pyridine derivative is selectively formed from 2,6-diazido-4-methylnicotinonitrile under the conditions of the Staudinger reaction, from which N-(6-azido-5-cyano-4-methylpyridin-2-yl)acylamides can be obtained by sequential reduction and acylation. The obtained azidopyridines are converted into the corresponding 1,2,3-triazoles when treated with 1,3-dicarbonyl compounds in the presence of Et3N. Field studies showed that some of the synthesized compounds were effective growth regulators of wheat
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