Synthesis of Isonitrile Derivatives of Diglycerides and Carbohydrates as Intermediates for Multicomponent Ugi Reaction
Publication type: Journal Article
Publication date: 2021-07-01
scimago Q4
wos Q3
SJR: 0.267
CiteScore: 1.9
Impact factor: 1.7
ISSN: 10681620, 1608330X, 15739163
Organic Chemistry
Biochemistry
Abstract
Recently, there has been an increase in interest in multicomponent reactions, mainly due to the possibility of assembling of complex organic molecules in just several steps. Isocyanide is a key reagent for the Ugi multicomponent reaction. Isocyanide exhibits dual properties both electrophilic and nucleophilic. Several ways of formation of isonitrile derivatives are known, but the intramolecular dehydration of formamide is considered to be the main method. In this study, we synthesized isonitrile derivatives of dialkyl glycerol and D-glucose which can serve as new useful blocks for the creation of chemical libraries of lipophilic amines with the carbohydrate residue at their terminal nitrogen atom during the further interaction under the conditions of the multicomponent reactions. Structures of all the synthesized compounds were confirmed by physicochemical analytical methods, and these compounds can be used as blocks for the Ugi multicomponent reaction.
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Nichugovskiy A. I. et al. Synthesis of Isonitrile Derivatives of Diglycerides and Carbohydrates as Intermediates for Multicomponent Ugi Reaction // Russian Journal of Bioorganic Chemistry. 2021. Vol. 47. No. 4. pp. 929-938.
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Nichugovskiy A. I., Khrulev A. A., Perevoshchikova K. A., Cheshkov D. A., Morozova N. G., Maslov M. A. Synthesis of Isonitrile Derivatives of Diglycerides and Carbohydrates as Intermediates for Multicomponent Ugi Reaction // Russian Journal of Bioorganic Chemistry. 2021. Vol. 47. No. 4. pp. 929-938.
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TY - JOUR
DO - 10.1134/S1068162021040166
UR - https://link.springer.com/10.1134/S1068162021040166
TI - Synthesis of Isonitrile Derivatives of Diglycerides and Carbohydrates as Intermediates for Multicomponent Ugi Reaction
T2 - Russian Journal of Bioorganic Chemistry
AU - Nichugovskiy, A I
AU - Khrulev, A A
AU - Perevoshchikova, K A
AU - Cheshkov, D A
AU - Morozova, N G
AU - Maslov, M A
PY - 2021
DA - 2021/07/01
PB - Pleiades Publishing
SP - 929-938
IS - 4
VL - 47
SN - 1068-1620
SN - 1608-330X
SN - 1573-9163
ER -
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@article{2021_Nichugovskiy,
author = {A I Nichugovskiy and A A Khrulev and K A Perevoshchikova and D A Cheshkov and N G Morozova and M A Maslov},
title = {Synthesis of Isonitrile Derivatives of Diglycerides and Carbohydrates as Intermediates for Multicomponent Ugi Reaction},
journal = {Russian Journal of Bioorganic Chemistry},
year = {2021},
volume = {47},
publisher = {Pleiades Publishing},
month = {jul},
url = {https://link.springer.com/10.1134/S1068162021040166},
number = {4},
pages = {929--938},
doi = {10.1134/S1068162021040166}
}
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Nichugovskiy, A. I., et al. “Synthesis of Isonitrile Derivatives of Diglycerides and Carbohydrates as Intermediates for Multicomponent Ugi Reaction.” Russian Journal of Bioorganic Chemistry, vol. 47, no. 4, Jul. 2021, pp. 929-938. https://link.springer.com/10.1134/S1068162021040166.
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