volume 49 issue 12 pages 2753-2760

Synthesis of Chromenoimidazoles, Annulated with an Azaindole Moiety, through a Base-Promoted Domino Reaction of Cyano­methyl Quaternary Salts

Publication typeJournal Article
Publication date2017-04-04
scimago Q2
wos Q2
SJR0.559
CiteScore4.6
Impact factor2.3
ISSN00397881, 1437210X
Catalysis
Organic Chemistry
Abstract

The reactivity of N-cyanomethyl quaternary salts of 4-, 5- and 7-azaindoles towards salicylic aldehydes has been studied. The interaction of azaindolium salts with salicylic aldehydes proceeds as a base-promoted domino reaction, giving the corresponding chromenoimidazopyrrolopyridines. In the case of the 7-(cyanomethyl)-7-azaindolium salt, the reaction was found to be more sensitive, but the use of the 1-methyl-substituted salt allowed the synthesis of the desired compounds, incorporating the heterocyclic core of isogranulatimide C, a marine natural product.

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GOST Copy
Voskressensky L. et al. Synthesis of Chromenoimidazoles, Annulated with an Azaindole Moiety, through a Base-Promoted Domino Reaction of Cyano­methyl Quaternary Salts // Synthesis. 2017. Vol. 49. No. 12. pp. 2753-2760.
GOST all authors (up to 50) Copy
Voskressensky L., Storozhenko O., Festa A., Novikov R., Varlamov A. Synthesis of Chromenoimidazoles, Annulated with an Azaindole Moiety, through a Base-Promoted Domino Reaction of Cyano­methyl Quaternary Salts // Synthesis. 2017. Vol. 49. No. 12. pp. 2753-2760.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1055/s-0036-1589496
UR - https://doi.org/10.1055/s-0036-1589496
TI - Synthesis of Chromenoimidazoles, Annulated with an Azaindole Moiety, through a Base-Promoted Domino Reaction of Cyano­methyl Quaternary Salts
T2 - Synthesis
AU - Voskressensky, Leonid
AU - Storozhenko, Olga
AU - Festa, Alexey
AU - Novikov, Roman
AU - Varlamov, Alexey
PY - 2017
DA - 2017/04/04
PB - Georg Thieme Verlag KG
SP - 2753-2760
IS - 12
VL - 49
SN - 0039-7881
SN - 1437-210X
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2017_Voskressensky,
author = {Leonid Voskressensky and Olga Storozhenko and Alexey Festa and Roman Novikov and Alexey Varlamov},
title = {Synthesis of Chromenoimidazoles, Annulated with an Azaindole Moiety, through a Base-Promoted Domino Reaction of Cyano­methyl Quaternary Salts},
journal = {Synthesis},
year = {2017},
volume = {49},
publisher = {Georg Thieme Verlag KG},
month = {apr},
url = {https://doi.org/10.1055/s-0036-1589496},
number = {12},
pages = {2753--2760},
doi = {10.1055/s-0036-1589496}
}
MLA
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MLA Copy
Voskressensky, Leonid, et al. “Synthesis of Chromenoimidazoles, Annulated with an Azaindole Moiety, through a Base-Promoted Domino Reaction of Cyano­methyl Quaternary Salts.” Synthesis, vol. 49, no. 12, Apr. 2017, pp. 2753-2760. https://doi.org/10.1055/s-0036-1589496.