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Double tandem cyclization of 4-(1-acyl-2,2-diaminovinyl)-6-arylpyrimidine-5-carbonitriles. Synthesis of novel peri-annulated azines. / Putintseva, Maia N.; Bakulina, Olga Yu; Ivanov, Alexander Yu; Lobanov, Pavel S.; Nikolskaya, Sofia K.; Kolesnikov, Ilya E.; Dar'in, Dmitry V.

в: Tetrahedron Letters, Том 57, № 47, 2016, стр. 5192-5196.

Результаты исследований: Научные публикации в периодических изданияхстатьяРецензирование

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Author

Putintseva, Maia N. ; Bakulina, Olga Yu ; Ivanov, Alexander Yu ; Lobanov, Pavel S. ; Nikolskaya, Sofia K. ; Kolesnikov, Ilya E. ; Dar'in, Dmitry V. / Double tandem cyclization of 4-(1-acyl-2,2-diaminovinyl)-6-arylpyrimidine-5-carbonitriles. Synthesis of novel peri-annulated azines. в: Tetrahedron Letters. 2016 ; Том 57, № 47. стр. 5192-5196.

BibTeX

@article{4b9c1da711804709b3e01bce7c33ef6f,
title = "Double tandem cyclization of 4-(1-acyl-2,2-diaminovinyl)-6-arylpyrimidine-5-carbonitriles. Synthesis of novel peri-annulated azines",
abstract = "A series of novel peri-fused azines, pyrimido[4,5,6-de]quinolino[2,3-b][1,8]naphthyridines and benzo[b]pyrimido[4,5,6-de][1,8]naphthyridines, were prepared via the base-promoted double tandem cyclization of 4-(1-acyl-2,2-diaminovinyl)-6-(haloaryl)pyrimidine-5-carbonitriles. This transformation represents a rare example of the one-pot synthesis of peri-annulated polycyclic structures from non-fused heterocycles. The synthesized pyrimido[4,5,6-de]quinolino[2,3-b][1,8]naphthyridines were found to be luminophores.",
keywords = "Chloropyrimidines, Fluorescence, Geminal enediamines, peri-Annulated azines, Tandem cyclization",
author = "Putintseva, {Maia N.} and Bakulina, {Olga Yu} and Ivanov, {Alexander Yu} and Lobanov, {Pavel S.} and Nikolskaya, {Sofia K.} and Kolesnikov, {Ilya E.} and Dar'in, {Dmitry V.}",
note = "Funding Information: This research was supported by the Russian Scientific Fund (project grant 14-50-00069 ). NMR, mass spectrometry and photophysical properties studies were performed at Research Centre for Magnetic Resonance, Educational Resource Center of Chemistry, Center for Optical and Laser Research and Centre for Chemical Analysis and Materials Research of Research park of Saint Petersburg State University. Publisher Copyright: {\textcopyright} 2016 Elsevier Ltd Copyright: Copyright 2018 Elsevier B.V., All rights reserved.",
year = "2016",
doi = "10.1016/j.tetlet.2016.10.020",
language = "English",
volume = "57",
pages = "5192--5196",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier",
number = "47",

}

RIS

TY - JOUR

T1 - Double tandem cyclization of 4-(1-acyl-2,2-diaminovinyl)-6-arylpyrimidine-5-carbonitriles. Synthesis of novel peri-annulated azines

AU - Putintseva, Maia N.

AU - Bakulina, Olga Yu

AU - Ivanov, Alexander Yu

AU - Lobanov, Pavel S.

AU - Nikolskaya, Sofia K.

AU - Kolesnikov, Ilya E.

AU - Dar'in, Dmitry V.

N1 - Funding Information: This research was supported by the Russian Scientific Fund (project grant 14-50-00069 ). NMR, mass spectrometry and photophysical properties studies were performed at Research Centre for Magnetic Resonance, Educational Resource Center of Chemistry, Center for Optical and Laser Research and Centre for Chemical Analysis and Materials Research of Research park of Saint Petersburg State University. Publisher Copyright: © 2016 Elsevier Ltd Copyright: Copyright 2018 Elsevier B.V., All rights reserved.

PY - 2016

Y1 - 2016

N2 - A series of novel peri-fused azines, pyrimido[4,5,6-de]quinolino[2,3-b][1,8]naphthyridines and benzo[b]pyrimido[4,5,6-de][1,8]naphthyridines, were prepared via the base-promoted double tandem cyclization of 4-(1-acyl-2,2-diaminovinyl)-6-(haloaryl)pyrimidine-5-carbonitriles. This transformation represents a rare example of the one-pot synthesis of peri-annulated polycyclic structures from non-fused heterocycles. The synthesized pyrimido[4,5,6-de]quinolino[2,3-b][1,8]naphthyridines were found to be luminophores.

AB - A series of novel peri-fused azines, pyrimido[4,5,6-de]quinolino[2,3-b][1,8]naphthyridines and benzo[b]pyrimido[4,5,6-de][1,8]naphthyridines, were prepared via the base-promoted double tandem cyclization of 4-(1-acyl-2,2-diaminovinyl)-6-(haloaryl)pyrimidine-5-carbonitriles. This transformation represents a rare example of the one-pot synthesis of peri-annulated polycyclic structures from non-fused heterocycles. The synthesized pyrimido[4,5,6-de]quinolino[2,3-b][1,8]naphthyridines were found to be luminophores.

KW - Chloropyrimidines

KW - Fluorescence

KW - Geminal enediamines

KW - peri-Annulated azines

KW - Tandem cyclization

UR - http://www.scopus.com/inward/record.url?scp=84994344952&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2016.10.020

DO - 10.1016/j.tetlet.2016.10.020

M3 - Article

VL - 57

SP - 5192

EP - 5196

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 47

ER -

ID: 7646292