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Synthesis of 3-(1,2-dioxoethyl)- and 2,3-dicarbonyl-containing pyrroles. / Galenko, A.V.; Khlebnikov, A.F.; Novikov, M.S.; Avdontceva, M.S.

In: Tetrahedron, Vol. 71, 2015, p. 1940-1951.

Research output: Contribution to journal › Article › peer-review

Harvard

Galenko, AV, Khlebnikov, AF, Novikov, MS & Avdontceva, MS 2015, 'Synthesis of 3-(1,2-dioxoethyl)- and 2,3-dicarbonyl-containing pyrroles', Tetrahedron, vol. 71, pp. 1940-1951. https://doi.org/10.1016/j.tet.2015.02.030

APA

Galenko, A. V., Khlebnikov, A. F., Novikov, M. S., & Avdontceva, M. S. (2015). Synthesis of 3-(1,2-dioxoethyl)- and 2,3-dicarbonyl-containing pyrroles. Tetrahedron, 71, 1940-1951. https://doi.org/10.1016/j.tet.2015.02.030

Vancouver

Galenko AV, Khlebnikov AF, Novikov MS, Avdontceva MS. Synthesis of 3-(1,2-dioxoethyl)- and 2,3-dicarbonyl-containing pyrroles. Tetrahedron. 2015;71:1940-1951. https://doi.org/10.1016/j.tet.2015.02.030

Author

Galenko, A.V. ; Khlebnikov, A.F. ; Novikov, M.S. ; Avdontceva, M.S. / Synthesis of 3-(1,2-dioxoethyl)- and 2,3-dicarbonyl-containing pyrroles. In: Tetrahedron. 2015 ; Vol. 71. pp. 1940-1951.

BibTeX

@article{f0b5b3a30142454aace07678f4f0138c,
title = "Synthesis of 3-(1,2-dioxoethyl)- and 2,3-dicarbonyl-containing pyrroles",
abstract = "{\textcopyright} 2015 Elsevier Ltd. The transition metal-catalyzed reaction of 2H-azirines with 1,2,4-tricarbonyl compounds leads to 3-(1,2-dioxoethyl)- and 2,3-dicarbonyl-pyrrole derivatives, useful building blocks for the preparation of 3-heterocyclyl pyrroles and pyrroles fused with heterocycles. The influence of catalysts and the reaction conditions on the yields of pyrroles and the regioselectivity of the reaction were studied. Experimental and theoretical results suggest that the reaction proceeds via the formation of an intermediate azirine-metal complex and subsequent nucleophilic N-C3 bond cleavage.",
author = "A.V. Galenko and A.F. Khlebnikov and M.S. Novikov and M.S. Avdontceva",
year = "2015",
doi = "10.1016/j.tet.2015.02.030",
language = "English",
volume = "71",
pages = "1940--1951",
journal = "Tetrahedron",
issn = "0040-4020",
publisher = "Elsevier",

}

RIS

TY - JOUR

T1 - Synthesis of 3-(1,2-dioxoethyl)- and 2,3-dicarbonyl-containing pyrroles

AU - Galenko, A.V.

AU - Khlebnikov, A.F.

AU - Novikov, M.S.

AU - Avdontceva, M.S.

PY - 2015

Y1 - 2015

N2 - © 2015 Elsevier Ltd. The transition metal-catalyzed reaction of 2H-azirines with 1,2,4-tricarbonyl compounds leads to 3-(1,2-dioxoethyl)- and 2,3-dicarbonyl-pyrrole derivatives, useful building blocks for the preparation of 3-heterocyclyl pyrroles and pyrroles fused with heterocycles. The influence of catalysts and the reaction conditions on the yields of pyrroles and the regioselectivity of the reaction were studied. Experimental and theoretical results suggest that the reaction proceeds via the formation of an intermediate azirine-metal complex and subsequent nucleophilic N-C3 bond cleavage.

AB - © 2015 Elsevier Ltd. The transition metal-catalyzed reaction of 2H-azirines with 1,2,4-tricarbonyl compounds leads to 3-(1,2-dioxoethyl)- and 2,3-dicarbonyl-pyrrole derivatives, useful building blocks for the preparation of 3-heterocyclyl pyrroles and pyrroles fused with heterocycles. The influence of catalysts and the reaction conditions on the yields of pyrroles and the regioselectivity of the reaction were studied. Experimental and theoretical results suggest that the reaction proceeds via the formation of an intermediate azirine-metal complex and subsequent nucleophilic N-C3 bond cleavage.

U2 - 10.1016/j.tet.2015.02.030

DO - 10.1016/j.tet.2015.02.030

M3 - Article

VL - 71

SP - 1940

EP - 1951

JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

ER -

ID: 3937151