An efficient aerobic oxidative aromatization of Hantzsch 1,4-dihydropyridines and 1,3,5-trisubstituted pyrazolines

被引：87

作者：

Han, B ^{[1
]}

Liu, ZG ^{[1
]}

Liu, Q ^{[1
]}

Yang, L ^{[1
]}

Liu, ZL ^{[1
]}

Yu, W ^{[1
]}

机构：

[1] Lanzhou Univ, Natl Lab Appl Organ Chem, Lanzhou 730000, Peoples R China

来源：

TETRAHEDRON | 2006年 / 62卷 / 11期

基金：

中国国家自然科学基金;

关键词：

Hantzsch 1,4-dihydropyridines; 1,3,5-trisubstituted pyrazolines; aerobic oxidative aromatization; N-hydroxyphthalimide; cobalt diacetate;

D O I：

10.1016/j.tet.2005.12.056

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

4-Substituted Hantzsch 1,4-dihydropyridines and 1,3,5-trisubstituted pyrazolines were oxidized to the corresponding pyridines and pyrazoles, respectively, in high yields by molecular oxygen in the presence of catalytic amount of N-hydroxyphthalimide (NHPI) and Co(OAc)(2) in acetonitrile at room temperature. (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：2492 / 2496

页数：5

共 49 条

[1] A novel application of the oxidizing properties of urea nitrate and peroxydisulfate-cobalt(II): aromatization of NAD(P)H model Hantzsch 1,4-dihydropyridines [J].

Anniyappan, M ;

Muralidharan, D ;

Perumal, PT .

TETRAHEDRON, 2002, 58 (25) :5069-5073

[2]

[Anonymous], BIORGANIC CHEM

[3] Voltammetric oxidation of Hantzsch 1,4-dihydropyridines in protic media:: substituent effect on positions 3,4,5 of the heterocyclic ring [J].

Arguello, J ;

Núñez-Vergara, LJ ;

Sturm, JC ;

Squella, JA .

ELECTROCHIMICA ACTA, 2004, 49 (27) :4849-4856

[4] OXIDATION WITH METAL OXIDES .2. OXIDATION OF CHALCONE PHENYLHYDRAZONES PYRAZOLINES OMICRON-AMINOBENZYLIDINE ANILS AND OMICRON-HYDROXY BENZYLIDINE ANILS WITH MANGANESE DIOXIDE [J].

BHATNAGAR, I ;

GEORGE, MV .

TETRAHEDRON, 1968, 24 (03) :1293-+

[5]

BOCKER RH, 1986, J MED CHEM, V29, P1596

[6] NEW SYNTHESIS OF 1,4-DIHYDROPYRIDINES [J].

CHENNAT, T ;

EISNER, U .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1975, (10) :926-929

[7]

Dodwadmath R. P., 1935, P INDIAN ACAD SCI A, V2A, P438, DOI DOI 10.1007/BF03046886

[8] CHEMISTRY OF DIHYDROPYRIDINES [J].

EISNER, U ;

KUTHAN, J .

CHEMICAL REVIEWS, 1972, 72 (01) :1-+

[9] POTASSIUM-PERMANGANATE, A VERSATILE REAGENT FOR THE AROMATIZATION OF HANTZSCH 1,4-DIHYDROPYRIDINES [J].

EYNDE, JJV ;

DORAZIO, R ;

VANHAVERBEKE, Y .

TETRAHEDRON, 1994, 50 (08) :2479-2484

[10] REACTIONS OF LEAD TETRA-ACETATE .7. SOME REACTIONS LEADING TO PYRAZOLES [J].

GLADSTONE, WA ;

NORMAN, ROC .

JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1966, (17) :1536-+

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