Reactions of Ethyl 2-Amino-5-(2-aryl-2-oxoethylidene)- 4-oxo-4,5-dihydrofuran-3-carboxylates and 2-Amino-5-(2-aryl- 2-oxoethylidene)-4-oxo-4,5-dihydrofuran-3-carbonitriles with Alcohols
Ethyl 2-amino-5-(2-aryl-2-oxoethylidene)-4-oxo-1 H -4,5-dihydrofuran-3-carboxylates and 2-amino- 5-(2-aryl-2-oxoethylidene)-4-oxo-1 H -4,5-dihydrofuran-3-carbonitriles reacted with alcohols in the presence of a catalytic amount of concentrated aqueous HCl to give the corresponding 5-alkoxy-2-amino-5...
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Published in | Russian journal of organic chemistry Vol. 54; no. 4; pp. 573 - 577 |
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Main Authors | , , , , |
Format | Journal Article |
Language | English |
Published |
Moscow
Pleiades Publishing
01.04.2018
Springer Nature Springer Nature B.V |
Subjects | |
Online Access | Get full text |
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Summary: | Ethyl 2-amino-5-(2-aryl-2-oxoethylidene)-4-oxo-1
H
-4,5-dihydrofuran-3-carboxylates and 2-amino- 5-(2-aryl-2-oxoethylidene)-4-oxo-1
H
-4,5-dihydrofuran-3-carbonitriles reacted with alcohols in the presence of a catalytic amount of concentrated aqueous HCl to give the corresponding 5-alkoxy-2-amino-5-(2-aryl-2- oxoethyl)-4-oxo-1
H
-4,5-dihydrofuran-3-carboxylic acid derivatives. A probable reaction mechanism was proposed on the basis B3LYP/6-311G(
d
) quantum chemical calculations. |
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ISSN: | 1070-4280 1608-3393 |
DOI: | 10.1134/S1070428018040097 |