M. I. Savchuk, A. P. Krinochkin, A. Rammohan, A. F. Khasanov, D. S. Kopchuk, I. N. Egorov, S. Santra, G. V. Zyryanov, V. L. Rusinov, O. N. Chupakhin, “An expedient synthesis of 5-alkynyl-6-aryl-2,2′-bipyridines”, Mendeleev Commun., 2020, Volume 30, Issue 5,Pages <nobr>610

This article is cited in 7 papers

Communications

An expedient synthesis of 5-alkynyl-6-aryl-2,2′-bipyridines

M. I. Savchuk^a, A. P. Krinochkin^ab, A. Rammohan^a, A. F. Khasanov^ab, D. S. Kopchuk^ab, I. N. Egorov^a, S. Santra^a, G. V. Zyryanov^ab, V. L. Rusinov^ab, O. N. Chupakhin^ab

^a Institute of Chemical Engineering, Ural Federal University, Ekaterinburg, Russian Federation
^b I.Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, Ekaterinburg, Russian Federation

Abstract: 5-Alkynyl-6-aryl-2,2′-bipyridines were conveniently prepared in two steps comprising oxidative SN H ethynylation of 5-aryl-3-(2-pyridyl)-1,2,4-triazines at position 6. At the second step, the 1,2,4-triazine moiety was transformed into the pyridine one employing aza-Diels–Alder reaction with 2,5-norbornadiene.

Keywords: nucleophilic substitution of hydrogen, 1,2,4-triazines, acetylenes, 2,2′-bipyridines, aza-Diels–Alder reaction.

Language: English

DOI: 10.1016/j.mencom.2020.09.019

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