volume 76 issue 10 pages 130996

Cobalt(I)-catalyzed [6π+2π]-cycloaddition of allenes to N-carbethoxy(phenoxy)azepines for the synthesis of 9-azabicyclo[4.2.1]nona-2,4-dienes

Publication typeJournal Article
Publication date2020-03-01
scimago Q3
wos Q2
SJR0.426
CiteScore4.1
Impact factor2.2
ISSN00404020, 14645416
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
The [6π+2π]-cycloaddition of allenes to N-carbethoxyazepine or N-carbophenoxyazepine catalyzed by the Co(acac)2(dppe)/Zn/ZnI2 system was performed for the first time and gave previously unknown substituted 9-azabicyclo[4.2.1]nona-2,4-dienes and 16-azatricyclo[9.4.1.02,10]hexadeca-2,12,14-trienes in 75–95% yields. The structures of the resulting azacyclic compounds were reliably proved using NMR spectroscopy and X-ray diffraction analysis. The obtained 9-azabicyclo[4.2.1]nona-2,4-dienes and 16-azatricyclo[9.4.1.02,10]hexadeca-2,12,14-trienes showed high antitumor activities in vitro against Jurkat, K562, U937 and HL60 cancer cell lines.
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Kadikova G. N. et al. Cobalt(I)-catalyzed [6π+2π]-cycloaddition of allenes to N-carbethoxy(phenoxy)azepines for the synthesis of 9-azabicyclo[4.2.1]nona-2,4-dienes // Tetrahedron. 2020. Vol. 76. No. 10. p. 130996.
GOST all authors (up to 50) Copy
Kadikova G. N., D'yakonov V. A., Nasretdinov R. N., Dzhemileva L. U., Dzhemilev U. M. Cobalt(I)-catalyzed [6π+2π]-cycloaddition of allenes to N-carbethoxy(phenoxy)azepines for the synthesis of 9-azabicyclo[4.2.1]nona-2,4-dienes // Tetrahedron. 2020. Vol. 76. No. 10. p. 130996.
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RIS Copy
TY - JOUR
DO - 10.1016/j.tet.2020.130996
UR - https://doi.org/10.1016/j.tet.2020.130996
TI - Cobalt(I)-catalyzed [6π+2π]-cycloaddition of allenes to N-carbethoxy(phenoxy)azepines for the synthesis of 9-azabicyclo[4.2.1]nona-2,4-dienes
T2 - Tetrahedron
AU - Kadikova, Gulnara N.
AU - D'yakonov, Vladimir A
AU - Nasretdinov, Ramil N
AU - Dzhemileva, Lilya U.
AU - Dzhemilev, Usein M
PY - 2020
DA - 2020/03/01
PB - Elsevier
SP - 130996
IS - 10
VL - 76
SN - 0040-4020
SN - 1464-5416
ER -
BibTex |
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BibTex (up to 50 authors) Copy
@article{2020_Kadikova,
author = {Gulnara N. Kadikova and Vladimir A D'yakonov and Ramil N Nasretdinov and Lilya U. Dzhemileva and Usein M Dzhemilev},
title = {Cobalt(I)-catalyzed [6π+2π]-cycloaddition of allenes to N-carbethoxy(phenoxy)azepines for the synthesis of 9-azabicyclo[4.2.1]nona-2,4-dienes},
journal = {Tetrahedron},
year = {2020},
volume = {76},
publisher = {Elsevier},
month = {mar},
url = {https://doi.org/10.1016/j.tet.2020.130996},
number = {10},
pages = {130996},
doi = {10.1016/j.tet.2020.130996}
}
MLA
Cite this
MLA Copy
Kadikova, Gulnara N., et al. “Cobalt(I)-catalyzed [6π+2π]-cycloaddition of allenes to N-carbethoxy(phenoxy)azepines for the synthesis of 9-azabicyclo[4.2.1]nona-2,4-dienes.” Tetrahedron, vol. 76, no. 10, Mar. 2020, p. 130996. https://doi.org/10.1016/j.tet.2020.130996.