Home / Publications / Hydrolysis of (Z)-2-alkoxy-3-arylpropenals as a short-cut to benzylglyoxals

Hydrolysis of (Z)-2-alkoxy-3-arylpropenals as a short-cut to benzylglyoxals

Nataliya Afanas'evna Keiko 1
Nataliya Afanas'evna Keiko
Nadezhda Viktorovna Vchislo 1
Nadezhda Viktorovna Vchislo
Ekaterina Aleksandrovna Verochkina 1
Ekaterina Aleksandrovna Verochkina
Yuri Aleksandrovich Chuvashev 1
Yuri Aleksandrovich Chuvashev
Lyudmila Ivanovna Larina 1
Lyudmila Ivanovna Larina
Published 2016-09-08
CommunicationVolume 26, Issue 5, 431-433
4
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Keiko N. A. et al. Hydrolysis of (Z)-2-alkoxy-3-arylpropenals as a short-cut to benzylglyoxals // Mendeleev Communications. 2016. Vol. 26. No. 5. pp. 431-433.
GOST all authors (up to 50) Copy
Keiko N. A., Vchislo N. V., Verochkina E. A., Chuvashev Y. A., Larina L. I. Hydrolysis of (Z)-2-alkoxy-3-arylpropenals as a short-cut to benzylglyoxals // Mendeleev Communications. 2016. Vol. 26. No. 5. pp. 431-433.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.1016/j.mencom.2016.09.023
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2016.09.023
TI - Hydrolysis of (Z)-2-alkoxy-3-arylpropenals as a short-cut to benzylglyoxals
T2 - Mendeleev Communications
AU - Keiko, Nataliya Afanas'evna
AU - Vchislo, Nadezhda Viktorovna
AU - Verochkina, Ekaterina Aleksandrovna
AU - Chuvashev, Yuri Aleksandrovich
AU - Larina, Lyudmila Ivanovna
PY - 2016
DA - 2016/09/08
PB - Mendeleev Communications
SP - 431-433
IS - 5
VL - 26
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{2016_Keiko,
author = {Nataliya Afanas'evna Keiko and Nadezhda Viktorovna Vchislo and Ekaterina Aleksandrovna Verochkina and Yuri Aleksandrovich Chuvashev and Lyudmila Ivanovna Larina},
title = {Hydrolysis of (Z)-2-alkoxy-3-arylpropenals as a short-cut to benzylglyoxals},
journal = {Mendeleev Communications},
year = {2016},
volume = {26},
publisher = {Mendeleev Communications},
month = {Sep},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2016.09.023},
number = {5},
pages = {431--433},
doi = {10.1016/j.mencom.2016.09.023}
}
MLA
Cite this
MLA Copy
Keiko, Nataliya Afanas'evna, et al. “Hydrolysis of (Z)-2-alkoxy-3-arylpropenals as a short-cut to benzylglyoxals.” Mendeleev Communications, vol. 26, no. 5, Sep. 2016, pp. 431-433. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2016.09.023.

Abstract

Hydrolysis of the C=C bond in 2-alkoxy-3-aryl(hetaryl)-propenals, depending upon substituents in the molecule, can proceed according to Markovnikov or Michael rule or with heterolytic opening of the cycle (in the case of 2-alkoxy-3-furylpropenal). Hydrolysis of 3-phenyl substituted alkoxypropenals bearing electron-withdrawing substituents (Cl, NO2) in the p-position has allowed a method for the preparation of corresponding benzylglyoxals (stable in enol form) to be developed.

References

2.
NMR analysis of lignins in CAD-deficient plants. Part 1. Incorporation of hydroxycinnamaldehydes and hydroxybenzaldehydes into lignins
Kim H., Ralph J., Lu F., Ralph S.A., Boudet A., MacKay J.J., Sederoff R.R., Ito T., Kawai S., Ohashi H., Higuchi T.
Organic and Biomolecular Chemistry, 2002
4.
Hydrolysis of 2-alkoxyalk-2-enals
Mamashvili T.N., Keiko N.A., Sarapulova G.I., Voronkov M.G.
Russian Chemical Bulletin, 1998
6.
7.
Arylglyoxals in synthesis of heterocyclic compounds.
Eftekhari-Sis B., Zirak M., Akbari A.
Chemical Reviews, 2013
8.
Inhibition of neuronal nitric oxide synthase by 4-amino pteridine derivatives: structure-activity relationship of antagonists of (6R)-5,6,7,8-tetrahydrobiopterin cofactor.
Fröhlich L.G., Kotsonis P., Traub H., Taghavi-Moghadam S., Al-Masoudi N., Hofmann H., Strobel H., Matter H., Pfleiderer W., Schmidt H.H.
Journal of Medicinal Chemistry, 1999
9.
Synthesis and biological activity of flavipucine analogs
Girotra N.N., Patchett A.A., Zimmerman S.B., Achimov D.L., Wendler N.L.
Journal of Medicinal Chemistry, 1980
12.
Efficient synthesis and antioxidant activity of coelenterazine analogues
Lu Y., Hendra R., Oakley A.J., Keller P.A.
Tetrahedron Letters, 2014