One-pot synthesis of dihydropyrano[2,3-c]chromenes via a three component coupling of aromatic aldehydes, malononitrile, and 3-hydroxycoumarin catalyzed by nano-structured ZnO in water: a green protocol

被引：111

作者：

Paul, Sanjay ^{[1
]}

Bhattacharyya, Pranabes ^{[1
]}

Das, Asish R. ^{[1
]}

机构：

[1] Univ Calcutta, Dept Chem, Kolkata 700009, India

来源：

TETRAHEDRON LETTERS | 2011年 / 52卷 / 36期

关键词：

Dihydropyrano[2,3-c]chromene; Green protocol; Organic nanofibers; Self aggregation; BETA-LAPACHONE; IONIC LIQUID; DERIVATIVES; EFFICIENT; NANOFIBERS; BENZIMIDAZOLES; MICROCRYSTALS; FIBERS; BASES;

D O I：

10.1016/j.tetlet.2011.06.101

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient and green protocol for the synthesis of dihydropyrano[2,3-c]chromene derivatives by one-pot, three component coupling reaction of aromatic aldehyde, malononitrile, and 3-hydroxycoumarin has been developed using nano-structured ZnO as the catalyst. The formation of self-assembled organic nanofiber arising from low-molecular-weight molecules has also been performed. The optical properties of the nano-structured organic molecules were studied. (C) 2011 Elsevier Ltd. All rights reserved.

引用

收藏

页码：4636 / 4641

页数：6

相关论文

共 64 条

[1] Synthesis and molluscicidal activity of 5-oxo-5,6,7,8-tetrahydro-4H-chromene derivatives [J].

Abdelrazek, FM ;

Metz, P ;

Farrag, EK .

ARCHIV DER PHARMAZIE, 2004, 337 (09) :482-485

[2] Novel and efficient catalysts for the one-pot synthesis of 3,4-dihydropyrano[c]chromene derivatives in aqueous media [J].

Abdolmohammadi, Shahrzad ;

Balalaie, Saeed .

TETRAHEDRON LETTERS, 2007, 48 (18) :3299-3303

[3] Mild and highly efficient method for the synthesis of 2-arylbenzimidazoles and 2-arylbenzothiazoles [J].

Bahrami, Kiumars ;

Khodaei, M. Mehdi ;

Naali, Fardin .

JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (17) :6835-6837

[4] PYROLYSIS OF ESTERS .22. SYNTHESIS OF BISDIENES FROM 2-HYDROXYMETHYL-1,3-BUTADIENE [J].

BAILEY, WJ ;

HERMES, ME .

JOURNAL OF ORGANIC CHEMISTRY, 1962, 27 (08) :2732-&

[5] Nanofibril self-assembly of an arylene ethynylene macrocycle [J].

Balakrishnan, Kaushik ;

Datar, Aniket ;

Zhang, Wei ;

Yang, Xiaomei ;

Naddo, Tammene ;

Huang, Jialing ;

Zuo, Jianmin ;

Yen, Max ;

Moore, Jeffrey S. ;

Zang, Ling .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (20) :6576-6577

[6] Optical waveguiding in individual nanometer-scale organic fibers [J].

Balzer, F ;

Bordo, VG ;

Simonsen, AC ;

Rubahn, HG .

PHYSICAL REVIEW B, 2003, 67 (11) :8

[7] Growth control and optics of organic nanoaggregates [J].

Balzer, F ;

Rubahn, HG .

ADVANCED FUNCTIONAL MATERIALS, 2005, 15 (01) :17-24

[8]

BARHATE RS, 2007, J MEMBRANE SCI, P296

[9] ASYMMETRIC-SYNTHESIS .3. SYNTHESIS OF (2R)-(+)-2,3-DIHYDRO-2,6-DIMETHYL-4H-PYRAN-4-ONE, A HOMOLOG OF PHEROMONES OF A SPECIES IN THE HEPIALIDAE FAMILY [J].

BIANCHI, G ;

TAVA, A .

AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1987, 51 (07) :2001-2002

[10] Growth and alignment of polyaniline nanofibres with superhydrophobic, superhydrophilic and other properties [J].

Chiou, Nan-Rong ;

Lui, Chunmeng ;

Guan, Jingjiao ;

Lee, L. James ;

Epstein, Arthur J. .

NATURE NANOTECHNOLOGY, 2007, 2 (06) :354-357

← 1 2 3 4 5 6 7 →