Home / Publications / Ring switching tricomponent synthesis of pyrano[2,3-b]pyridine multifunctional derivatives

Ring switching tricomponent synthesis of pyrano[2,3-b]pyridine multifunctional derivatives

Boris Vladimirovich Paponov 1
Boris Vladimirovich Paponov
, 
Danil Aleksandrovich Rakityansky 1
Danil Aleksandrovich Rakityansky
, 
Marina S Samokhvalova 1
Marina S Samokhvalova
, 
Gleb Leonidovich Denisov 2
Gleb Leonidovich Denisov
, 
Andrey Yur'evich Potapov 3
Andrey Yur'evich Potapov
, 
Khidmet Sapharovich Shikhaliev 3
Khidmet Sapharovich Shikhaliev
10.1016/j.mencom.2021.04.041
Published 2021-04-28
Communication , Volume 31, Issue 3, 407-408
0
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Paponov B. V. et al. Ring switching tricomponent synthesis of pyrano[2,3-b]pyridine multifunctional derivatives // Mendeleev Communications. 2021. Vol. 31. No. 3. pp. 407-408.
GOST all authors (up to 50) Copy
Paponov B. V., Rakityansky D. A., Samokhvalova M. S., Denisov G. L., Potapov A. Y., Shikhaliev K. S. Ring switching tricomponent synthesis of pyrano[2,3-b]pyridine multifunctional derivatives // Mendeleev Communications. 2021. Vol. 31. No. 3. pp. 407-408.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.1016/j.mencom.2021.04.041
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.04.041
TI - Ring switching tricomponent synthesis of pyrano[2,3-b]pyridine multifunctional derivatives
T2 - Mendeleev Communications
AU - Paponov, Boris Vladimirovich
AU - Rakityansky, Danil Aleksandrovich
AU - Samokhvalova, Marina S
AU - Denisov, Gleb Leonidovich
AU - Potapov, Andrey Yur'evich
AU - Shikhaliev, Khidmet Sapharovich
PY - 2021
DA - 2021/04/28
PB - Mendeleev Communications
SP - 407-408
IS - 3
VL - 31
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{2021_Paponov,
author = {Boris Vladimirovich Paponov and Danil Aleksandrovich Rakityansky and Marina S Samokhvalova and Gleb Leonidovich Denisov and Andrey Yur'evich Potapov and Khidmet Sapharovich Shikhaliev},
title = {Ring switching tricomponent synthesis of pyrano[2,3-b]pyridine multifunctional derivatives},
journal = {Mendeleev Communications},
year = {2021},
volume = {31},
publisher = {Mendeleev Communications},
month = {Apr},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.04.041},
number = {3},
pages = {407--408},
doi = {10.1016/j.mencom.2021.04.041}
}
MLA
Cite this
MLA Copy
Paponov, Boris Vladimirovich, et al. “Ring switching tricomponent synthesis of pyrano[2,3-b]pyridine multifunctional derivatives.” Mendeleev Communications, vol. 31, no. 3, Apr. 2021, pp. 407-408. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.04.041.

Keywords

1,2,5,6-tetrahydropyridine-2,6-dione
2H-pyrano[2,3-b]pyridinones
Erlenmeyer–Plöchl reaction
hippuric acid
ring switching
tricomponent condensation
triethyl orthoformate

Abstract

New 3-acylamino-7-hydroxy-5-methyl-2-oxo-2H-pyrano[2,3-b]pyridine-6-carbonitriles were synthesized via a tricomponent condensation of 3-cyano-4-methyl-1,2,5,6-tetrahydropyridine-2,6-dione, triethyl orthoformate and N-acylglycines under the Erlenmeyer–Plöchl reaction conditions. According to X-ray data, in the solid phase they exist as hydroxypyridine tautomer form.

References

1.
Development of the 8-aza-3-bromo-7-hydroxycoumarin-4-ylmethyl group as a new entry of photolabile protecting groups
Takano H., Narumi T., Ohashi N., Suzuki A., Furuta T., Nomura W., Tamamura H.
Tetrahedron, 2014
3.
Microwave-Assisted Synthesis of Azacoumarin Fluorophores and the Fluorescence Characterization
Takano H., Narumi T., Nomura W., Tamamura H.
Journal of Organic Chemistry, 2017
8.
One-Pot Synthesis of Some Fused Pyran-2-ones
Kocevar M., Kepe V., Polanc S.
Heterocycles, 1995
9.
One‐pot synthesis of some 2H‐Pyran‐2‐one derivatives
Kepe V., Kočevar M., Polanc S.
Journal of Heterocyclic Chemistry, 1996
10.
A Simple Preparation of Some 4-Methyl-2H-pyran-2-ones
Kocevar M., Kepe V., Polanc S.
Heterocycles, 1998
11.
10.1016/j.mencom.2021.04.041_bib0055
Požgan
ARKIVOC, 2007
12.
Paponov B.V., Lvov S.V., Ichetovkina E.V., Panasenko I.A., Stepanian S.G.
Mendeleev Communications, 2012
13.
Oshega J.S., Paponov B.V., Omelchenko I.V., Shishkin O.V.
Mendeleev Communications, 2015
14.
10.1016/j.mencom.2021.04.041_bib0070
Erlenmeyer
Liebigs Ann. Chem., 1893
18.
OLEX2: a complete structure solution, refinement and analysis program
Dolomanov O.V., Bourhis L.J., Gildea R.J., Howard J.A., Puschmann H.
Journal of Applied Crystallography, 2009
19.
10.1016/j.mencom.2021.04.041_bib0095
Sheldrick
Acta Crystallogr., 2015
20.
A short history of SHELX
Sheldrick G.M.
Acta Crystallographica Section A Foundations of Crystallography, 2007