β-Cyclodextrin-catalyzed three-component synthesis of 4,5-disubstituted 1,2,3-(NH)-triazoles from propynals, trimethylsilyl azide and malononitrile in water

被引：13

作者：

Medvedeva, Alevtina S. ^{[1
]}

Demina, Maria M. ^{[1
]}

Vu, Tran D. ^{[1
]}

Andreev, Mikhail V. ^{[1
]}

Shaglaeva, Nina S. ^{[2
]}

Larina, Lyudmila I. ^{[1
]}

机构：

[1] Russian Acad Sci, AE Favorsky Irkutsk Inst Chem, Siberian Branch, Irkutsk 664033, Russia

[2] Irkutsk Natl Res Tech Univ, Irkutsk 664074, Russia

来源：

MENDELEEV COMMUNICATIONS | 2016年 / 26卷 / 04期

基金：

俄罗斯基础研究基金会;

关键词：

1,3-DIPOLAR CYCLOADDITION; GAMMA-HYDROXYPROPYNALS; ALKYNE CYCLOADDITION; CLICK CHEMISTRY; EFFICIENT; DERIVATIVES; ACETYLENES; INHIBITORS; COMPLEXES; OXIDATION;

D O I：

10.1016/j.mencom.2016.07.020

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An efficient green method for the selective synthesis of new 4,5-disubstituted 1H-1,2,3-triazoloalkylidenes via the beta-cyclodextrin-catalyzed three-component reaction between substituted propynals, trimethylsilyl azide and malononitrile in water at room temperature has been developed.

引用

页码：326 / 328

页数：3

共 44 条

[1] Click Chemistry: 1,2,3-Triazoles as Pharmacophores [J].

Agalave, Sandip G. ;

Maujan, Suleman R. ;

Pore, Vandana S. .

CHEMISTRY-AN ASIAN JOURNAL, 2011, 6 (10) :2696-2718

[2] Triazoles and tetrazoles: Prime ligands to generate remarkable coordination materials [J].

Aromi, Guillem ;

Barrios, Leoni A. ;

Roubeau, Olivier ;

Gamez, Patrick .

COORDINATION CHEMISTRY REVIEWS, 2011, 255 (5-6) :485-546

[3]

Bakulev V., 2015, Top. Heterocycl. Chem, V40, P1, DOI [10.1007/7081_2014_131, DOI 10.1007/7081_2014_131]

[4] Heterocyclic HIV-1 protease inhibitors [J].

Baures, PW .

ORGANIC LETTERS, 1999, 1 (02) :249-252

[5] Synthesis of Substituted 2,6-Dicyanoanilines and Related Compounds. A Review [J].

Borate, Hanumant B. ;

Kudale, Ananada S. ;

Agalave, Sandip G. .

ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 2012, 44 (06) :467-521

[6] Highly efficient microwave assisted synthesis of polyfunctional 1,3-dioxolanes from γ-hydroxypropynals [J].

Bulanov, Denis A. ;

Novokshonova, Irina A. ;

Safronova, Lubov P. ;

Ushakov, Igor A. ;

Medvedeva, Alevtina S. .

TETRAHEDRON LETTERS, 2016, 57 (02) :172-176

[7] Highly efficient synthesis of 4-trialkylsilyl(germyl)-1H-1,2,3-triazole-5-carbaldehydes [J].

Demina, M. M. ;

Nguyen, T. L. H. ;

Shaglaeva, N. S. ;

Mareev, A. V. ;

Medvedeva, A. S. .

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2012, 48 (12) :1582-1584

[8] 1,3-dipolar cycloaddition of trimethylsilyl azide to propynals and dimerization of 1H-1,2,3-triazole-5-carbaldehydes to tricyclic bis-hemiaminals [J].

Demina, MM ;

Novopashin, PS ;

Sarapulova, GI ;

Larina, LI ;

Smolin, AS ;

Fundamenskii, VS ;

Kashaev, AA ;

Medvedeva, AS .

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2004, 40 (12) :1804-1809

[9] Triazole-Au(I) Complexes: A New Class of Catalysts with Improved Thermal Stability and Reactivity for Intermolecular Alkyne Hydroamination [J].

Duan, Haifeng ;

Sengupta, Sujata ;

Petersen, Jeffrey L. ;

Akhmedov, Novruz G. ;

Shi, Xiaodong .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (34) :12100-+

[10] Ionic liquid-mediated synthesis of (1H-1,2,3-triazol-1-yl)furoxans by [3+2] cycloaddition of azidofuroxans to acetylenes [J].

Fershtat, Leonid L. ;

Ashirbaev, Salavat S. ;

Kulikov, Alexander S. ;

Kachala, Vadim V. ;

Makhova, Nina N. .

MENDELEEV COMMUNICATIONS, 2015, 25 (04) :257-259

← 1 2 3 4 5 →