Sulfonated Reduced Graphene Oxide (RGO-SO3H): As an Efficient Nanocatalyst for One-Pot Synthesis of 2-Amino-3-cyano-7-hydroxy-4H-chromenes Derivatives in Water

被引：23

作者：

Behravesh, Samaneh ^{[1
]}

Fareghi-Alamdari, Reza ^{[2
]}

Badri, Rashid ^{[3
]}

机构：

[1] Islamic Azad Univ, Sci & Res Branch, Dept Chem, Khouzestan, Iran

[2] Malek Ashtar Univ Technol, Dept Chem & Chem Engn, Tehran, Iran

[3] Shahid Chamran Univ, Dept Chem, Ahvaz, Iran

来源：

POLYCYCLIC AROMATIC COMPOUNDS | 2018年 / 38卷 / 01期

关键词：

2-Amino-3-cyano-7-hydroxy-4H-chromenes; heterogeneous catalysis; multicomponent reactions; one-pot synthesis; sulfonated reduced grapheme oxide (RGO-SO3H); AQUA MEDIATED SYNTHESIS; SUBSTITUTED; 2-AMINO-2-CHROMENES; GREEN SYNTHESIS; METAL-FREE; MULTICOMPONENT REACTIONS; HETEROGENEOUS CATALYST; 2-AMINO-4H-CHROMENES; FACILE; DESIGN;

D O I：

10.1080/10406638.2016.1149080

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Sulfonated reduced graphene oxide (RGO-SO3H) was found to be an efficient catalyst for one-pot synthesis of a class of 2-amino-3-cyano-7-hydroxy-4H-chromenes derivatives using multicomponent reaction (MCR) of phenols, aldehydes and malononitrile under mild and green conditions. The reaction was performed in water as a green solvent and range of 2-amino-3-cyano-7-hydroxy-4H-chromenes were obtained in good to excellent yields. The RGO-SO3H was reusable at least 5times without significant decrease in its catalytic activity.

引用

页码：51 / 65

页数：15

共 52 条

[21] A facile and efficient synthesis of 2-amino-3-cyano-4H-chromenes and tetrahydrobenzo[b]pyrans using 2,2,2-trifluoroethanol as a metal-free and reusable medium [J].

Khaksar, Samad ;

Rouhollahpour, Ahmad ;

Talesh, Saeed Mohammadzadeh .

JOURNAL OF FLUORINE CHEMISTRY, 2012, 141 :11-15

[22] Silica boron-sulfuric acid nanoparticles (SBSANs): preparation, characterization and their catalytic application in the Ritter reaction for the synthesis of amide derivatives [J].

Khalafi-Nezhad, Ali ;

Foroughi, Habib Ollah ;

Doroodmand, Mohammad Mahdi ;

Panahi, Farhad .

JOURNAL OF MATERIALS CHEMISTRY, 2011, 21 (34) :12842-12851

[23] Aqua mediated synthesis of substituted 2-amino-4H-chromenes and in vitro study as antibacterial agents [J].

Kidwai, M ;

Saxena, S ;

Khan, MKR ;

Thukral, SS .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2005, 15 (19) :4295-4298

[24] Efficient synthesis of benzo[g]- and benzo[h]chromene derivatives by one-pot three-component condensation of aromatic aldehydes with active methylene compounds and naphthols [J].

Kumar, B. Sunil ;

Srinivasulu, N. ;

Udupi, R. H. ;

Rajitha, B. ;

Reddy, Y. Thirupathi ;

Reddy, P. Narsimha ;

Kumar, P. S. .

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2006, 42 (12) :1813-1815

[25] Nanosized magnesium oxide as catalyst for the rapid and green synthesis of substituted 2-amino-2-chromenes [J].

Kumar, Dalip ;

Reddy, V. Buchi ;

Mishra, Braj G. ;

Rana, R. K. ;

Nadagouda, Mallikarjuna N. ;

Varma, Rajender S. .

TETRAHEDRON, 2007, 63 (15) :3093-3097

[26]

Kumar Nitin., 2012, WORLD RES JOURNALOFB, V1, P1

[27] Tungstic acid functionalized mesoporous SBA-15: A novel heterogeneous catalyst for facile one-pot synthesis of 2-amino-4H-chromenes in aqueous medium [J].

Kundu, Sudipta K. ;

Mondal, John ;

Bhaumik, Asim .

DALTON TRANSACTIONS, 2013, 42 (29) :10515-10524

[28] Graphene-based materials for catalysis [J].

Machado, Bruno F. ;

Serp, Philippe .

CATALYSIS SCIENCE & TECHNOLOGY, 2012, 2 (01) :54-75

[29] Basic alumina catalysed synthesis of substituted 2-amino-2-chromenes via three-component reaction [J].

Maggi, R ;

Ballini, R ;

Sartori, G ;

Sartorio, R .

TETRAHEDRON LETTERS, 2004, 45 (11) :2297-2299

[30] Heterogeneous enantioselective catalysts: strategies for the immobilisation of homogeneous catalysts [J].

McMorn, P ;

Hutchings, GJ .

CHEMICAL SOCIETY REVIEWS, 2004, 33 (02) :108-122

← 1 2 3 4 5 6 →