Chemistry of iminofurans: XIV. Ring opening of 5-substituted furan-2,3-dione 3-benzoylhydrazones by the action of aromatic and heterocyclic amines

被引：5

作者：

Kiselev, M. A. ^{[1
]}

Igidov, N. M. ^{[1
]}

Chernov, I. N. ^{[2
]}

Toksarova, Yu. S. ^{[1
]}

Rubtsov, A. E. ^{[3
]}

机构：

[1] Perm State Pharmaceut Acad, Ul Polevaya 2, Perm 614990, Russia

[2] Lobachevsky State Univ Nizhny Novgorod, Pr Gagarina 23, Nizhnii Novgorod 603950, Russia

[3] Perm State Natl Res Univ, Ul Bukireva 15, Perm 614990, Russia

来源：

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 53卷 / 06期

关键词：

ACID METHYL-ESTERS; ANALGESIC ACTIVITY; CONDENSATION PRODUCTS; ETHYL CYANOACETATE; TAUTOMERISM; SERIES; RECYCLIZATION; DECYCLIZATION; DERIVATIVES; CYCLIZATION;

D O I：

10.1134/S1070428017060173

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reactions of 5-aryl- and 5-tert-butyl-3-(benzoylhydrazinylidene)furan-2,3-diones with aromatic and heterocyclic amines afforded 4-aryl-2-(benzoylhydrazinylidene)-4-oxobutanamides and 5,5-dimethyl-2-(benzoylhydrazinylidene)-4-oxohexanamides which exist in solution as mixtures of hydrazone and cyclic dihydropyrazole tautomers.

引用

页码：920 / 925

页数：6

共 48 条

[1] 5-Aryl-1H-pyrazole-3-carboxylic acids as selective inhibitors of human carbonic anhydrases IX and XII [J].

Cvijetic, Ilija N. ;

Tanc, Muhammet ;

Juranic, Ivan O. ;

Verbic, Tatjana Z. ;

Supuran, Claudiu T. ;

Drakulic, Branko J. .

BIOORGANIC & MEDICINAL CHEMISTRY, 2015, 23 (15) :4649-4659

[2]

El-Kousy SM, 2003, AFINIDAD, V60, P61

[3] Convenient synthesis of some new substituted pyrazolyl-1,3,4-oxadiazoles and pyrazolyl-1,2,4-triazoles [J].

Elkholy, Yehya A. ;

Ali, Korany A. ;

Farag, Ahmad M. .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 2006, 43 (05) :1183-1188

[4] Studies with pyrazol-3-carboxylic acid hydrazide: The synthesis of new pyrazolyloxadiazole and pyrazolyltriazole derivatives [J].

Elkholy, Yehya M. ;

Ali, Korany A. ;

Farag, Ahmad M. .

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2006, 181 (09) :2037-2049

[5] Discovery of a Potent Inhibitor of Replication Protein A Protein- Protein Interactions Using a Fragment-Linking Approach [J].

Frank, Andreas O. ;

Feldkamp, Michael D. ;

Kennedy, J. Philip ;

Waterson, Alex G. ;

Pelz, Nicholas F. ;

Patrone, James D. ;

Vangamudi, Bhavatarini ;

Camper, DeMarco V. ;

Rossanese, Olivia W. ;

Chazin, Walter J. ;

Fesik, Stephen W. .

JOURNAL OF MEDICINAL CHEMISTRY, 2013, 56 (22) :9242-9250

[6] Azo coupling of 5-substituted furan-2(3H)-ones and 1H-pyrrol-2(3H)-ones with arene(hetarene)diazonium salts [J].

Gavkus, D. N. ;

Maiorova, O. A. ;

Borisov, M. Yu ;

Egorova, A. Yu .

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2012, 48 (09) :1229-1232

[7]

HERK T, 2003, J MED CHEM, V46, P3945

[8] Chemistry of iminofurans: XIII. Recyclization of 4-arylamino-2-tert-butyl-5-oxo-2,5-dihydrofuran-2-yl acetates with ethyl cyanoacetate [J].

Igidov, N. M. ;

Zakhmatov, A. V. ;

Rubtsov, A. E. .

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 52 (07) :974-977

[9] Chemistry of iminofurans: XI. Synthesis, structure, and cyclization of 4-substituted 2-(aroylhydrazinylidene)-4-oxobutanoic acids [J].

Igidov, N. M. ;

Kiselev, M. A. ;

Rubtsov, A. E. .

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 52 (04) :526-532

[10] Chemistry of iminofuran: VIII. Recyclization of 5-aryl-3-arylimino-3H-furan-2-ones effected by cyanoacetic acid derivatives [J].

Kharitonova, S. S. ;

Igidov, N. M. ;

Zakhmatov, A. V. ;

Rubtsov, A. E. .

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2013, 49 (02) :243-252

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