Home / Publications / Chemo-, regio- and stereospecific non-catalytic addition of isonicotinic acid to, -acetylenic -hydroxy nitriles

Chemo-, regio- and stereospecific non-catalytic addition of isonicotinic acid to, -acetylenic -hydroxy nitriles

Boris Aleksandrovich Trofimov 1
Boris Aleksandrovich Trofimov
, 
Anastasiya Grigor'evna Mal'kina 1
Anastasiya Grigor'evna Mal'kina
, 
Olesya Aleksandrovna Shemyakina 1
Olesya Aleksandrovna Shemyakina
, 
Valentina Vasil'evna Nosyreva 1
Valentina Vasil'evna Nosyreva
, 
Angela Petrovna Borisova 1
Angela Petrovna Borisova
, 
Olga Nikolaevna Kazheva 2
Olga Nikolaevna Kazheva
, 
Grigorii Grigor'evich Alexandrov 3
Grigorii Grigor'evich Alexandrov
, 
Oleg Anatol'evich Dyachenko 2
Oleg Anatol'evich Dyachenko
10.1016/j.mencom.2008.09.018
Published 2008-09-15
Communication , Volume 18, Issue 5, 278-280
3
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Trofimov B. A. et al. Chemo-, regio- and stereospecific non-catalytic addition of isonicotinic acid to, -acetylenic -hydroxy nitriles // Mendeleev Communications. 2008. Vol. 18. No. 5. pp. 278-280.
GOST all authors (up to 50) Copy
Trofimov B. A., Mal'kina A. G., Shemyakina O. A., Nosyreva V. V., Borisova A. P., Kazheva O. N., Alexandrov G. G., Dyachenko O. A. Chemo-, regio- and stereospecific non-catalytic addition of isonicotinic acid to, -acetylenic -hydroxy nitriles // Mendeleev Communications. 2008. Vol. 18. No. 5. pp. 278-280.
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TY - JOUR
DO - 10.1016/j.mencom.2008.09.018
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2008.09.018
TI - Chemo-, regio- and stereospecific non-catalytic addition of isonicotinic acid to, -acetylenic -hydroxy nitriles
T2 - Mendeleev Communications
AU - Trofimov, Boris Aleksandrovich
AU - Mal'kina, Anastasiya Grigor'evna
AU - Shemyakina, Olesya Aleksandrovna
AU - Nosyreva, Valentina Vasil'evna
AU - Borisova, Angela Petrovna
AU - Kazheva, Olga Nikolaevna
AU - Alexandrov, Grigorii Grigor'evich
AU - Dyachenko, Oleg Anatol'evich
PY - 2008
DA - 2008/09/15
PB - Mendeleev Communications
SP - 278-280
IS - 5
VL - 18
ER -
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@article{2008_Trofimov,
author = {Boris Aleksandrovich Trofimov and Anastasiya Grigor'evna Mal'kina and Olesya Aleksandrovna Shemyakina and Valentina Vasil'evna Nosyreva and Angela Petrovna Borisova and Olga Nikolaevna Kazheva and Grigorii Grigor'evich Alexandrov and Oleg Anatol'evich Dyachenko},
title = {Chemo-, regio- and stereospecific non-catalytic addition of isonicotinic acid to, -acetylenic -hydroxy nitriles},
journal = {Mendeleev Communications},
year = {2008},
volume = {18},
publisher = {Mendeleev Communications},
month = {Sep},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2008.09.018},
number = {5},
pages = {278--280},
doi = {10.1016/j.mencom.2008.09.018}
}
MLA
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Trofimov, Boris Aleksandrovich, et al. “Chemo-, regio- and stereospecific non-catalytic addition of isonicotinic acid to, -acetylenic -hydroxy nitriles.” Mendeleev Communications, vol. 18, no. 5, Sep. 2008, pp. 278-280. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2008.09.018.

Abstract

Isonicotinic acid is readily added to α,β-acetylenic γ-hydroxy nitriles through its nitrogen atom under mild non-catalytic conditions in water (50–55°C, 45–50h) to afford chemo-, regio- and stereospecifically 1-[(Z)-2-cyano-1-(1-hydroxy-1-alkylethyl)ethenyl]-pyridinium-4-carboxylates, densely functionalized derivatives of isonicotinic acid (45–90% yields). The structure and zwitterionic character of the adducts are proved by X-ray analysis.

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