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


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Abstract

Ethyl 2-amino-5-(2-aryl-2-oxoethylidene)-4-oxo-1H-4,5-dihydrofuran-3-carboxylates and 2-amino- 5-(2-aryl-2-oxoethylidene)-4-oxo-1H-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-1H-4,5-dihydrofuran-3-carboxylic acid derivatives. A probable reaction mechanism was proposed on the basis B3LYP/6-311G(d) quantum chemical calculations.

About the authors

D. V. Ivanov

Perm National State Research University; Perm State Pharmaceutical Academy

Author for correspondence.
Email: dm-psu@yandex.ru
Russian Federation, ul. Bukireva 15, Perm, 614990; ul. Polevaya 2, Perm, 614990

N. M. Igidov

Perm State Pharmaceutical Academy

Email: dm-psu@yandex.ru
Russian Federation, ul. Polevaya 2, Perm, 614990

S. N. Shurov

Perm National State Research University

Email: dm-psu@yandex.ru
Russian Federation, ul. Bukireva 15, Perm, 614990

M. V. Dmitriev

Perm National State Research University

Email: dm-psu@yandex.ru
Russian Federation, ul. Bukireva 15, Perm, 614990

I. N. Chernov

Research Institute of Chemistry

Email: dm-psu@yandex.ru
Russian Federation, pr. Gagarina 23, Nizhny Novgorod, 603950

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