E. F. Sagitova, L. N. Sobenina, D. N. Tomilin, M. V. Markova, I. A. Ushakov, B. A. Trofimov, “Copper(I) halide-promoted formation of 3-acyl-5-halopyridine moiety from NH-2-(2-acylethynyl)pyrroles and propargylamine”, Mendeleev Commun., 2019, Volume 29, Issue 3,Pages <nobr>252

This article is cited in 3 papers

Communications

Copper(I) halide-promoted formation of 3-acyl-5-halopyridine moiety from NH-2-(2-acylethynyl)pyrroles and propargylamine

E. F. Sagitova, L. N. Sobenina, D. N. Tomilin, M. V. Markova, I. A. Ushakov, B. A. Trofimov

A.E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Irkutsk, Russian Federation

Abstract: Available NH-2-acylethynylpyrroles undergo annulation/aromatization with propargylamine in the presence of 1 equiv. of CuHal (Hal=Cl, Br, I) at 60–65°C to afford 3-acyl-2-(pyrrol-2-yl)pyridines and their 5-halo analogues in 28–61 and 5–14% yields, respectively. The latter are assumed to be resulted from halohydrogenation of the intermediate Cu-pyrrolylpropargyl amino enones.

Language: English

DOI: 10.1016/j.mencom.2019.05.003

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