An Efficient and Convenient Approach to Synthesis of Tetrahydrobenzo[b]pyran Derivatives Using Tetrabutylammonium Bromide as Catalyst

被引：63

作者：

Gurumurthi, S. ^{[1
]}

Sundari, V. ^{[1
]}

Valliappan, R. ^{[2
]}

机构：

[1] Annamalai Univ, Div Chem, Fac Engn & Technol, Annamalainagar 608002, Tamil Nadu, India

[2] Annamalai Univ, DDE, Annamalainagar 608002, Tamil Nadu, India

来源：

E-JOURNAL OF CHEMISTRY | 2009年 / 6卷

关键词：

Tetrahydro benzo[b]pyran; Tetrabutylammonium bromide; Synthesis; ONE-POT SYNTHESIS; AQUEOUS-MEDIA;

D O I：

10.1155/2009/875086

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An efficient and convenient approach to the synthesis of 2-amino-3-cyano-4-aryl-7,7-dimethyl-5-oxo-4H-5, 6, 7, 8- tetrahydro benzo[b]pyran derivatives using tetrabutylammonium bromide (TBABr) as the catalyst is described. This method provides several advantages such as neutral conditions, high yields and simple work procedure.

引用

页码：S466 / S472

页数：7

共 13 条

[1]

[Anonymous], 1995, Compr. Heterocycl. Chem. II, DOI DOI 10.1016/B978-008096518-5.00112-X

[2] SYNTHESIS OF CYCLOBUTENES BY THE NOVEL PHOTOCHEMICAL RING CONTRACTION OF 4-SUBSTITUTED 2-AMINO-3,5-DICYANO-6-PHENYL-4H-PYRANS [J].

ARMESTO, D ;

HORSPOOL, WM ;

MARTIN, N ;

RAMOS, A ;

SEOANE, C .

JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (13) :3069-3072

[3] (S)-Proline as a neutral and efficient catalyst for the one-pot synthesis of tetrahydrobenzo[b]pyran derivatives in aqueous media [J].

Balalaie, S ;

Bararjanian, M ;

Amani, AM ;

Movassagh, B .

SYNLETT, 2006, (02) :263-266

[4] Sodium bromide catalysed one-pot synthesis of tetrahydrobenzo[b]pyrans via a three-component cyclocondensation under microwave irradiation and solvent free conditions [J].

Devi, I ;

Bhuyan, PJ .

TETRAHEDRON LETTERS, 2004, 45 (47) :8625-8627

[5] Electrogenerated base-promoted synthesis of tetrahydrobenzo[b]pyran derivatives [J].

Fotouhi, Lida ;

Heravi, Majid M. ;

Fatehi, Azadeh ;

Bakhtiari, Khadijeh .

TETRAHEDRON LETTERS, 2007, 48 (31) :5379-5381

[6] A NEW ROUTE TO SUBSTITUTED 3-METHOXYCARBONYLDIHYDROPYRANS - ENANTIOSELECTIVE SYNTHESIS OF (-)-METHYL ELENOLATE [J].

HATAKEYAMA, S ;

OCHI, N ;

NUMATA, H ;

TAKANO, S .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (17) :1202-1204

[7] A clean one-pot synthesis of tetrahydrobenzo[b]pyran derivatives catalyzed by hexadecyltrimethyl ammonium bromide in aqueous media [J].

Jin, TS ;

Wang, AQ ;

Wang, X ;

Zhang, JS ;

Li, TS .

SYNLETT, 2004, (05) :871-873

[8] An efficient and convenient approach to the synthesis of benzopyrans by a three-component coupling of one-pot reaction [J].

Jin, TS ;

Xiao, JC ;

Wang, SJ ;

Li, TS ;

Song, XR .

SYNLETT, 2003, (13) :2001-2004

[9]

LIAN XZ, 2007, MONATSH CHEM, P1007

[10]

Sharanin Y.A., 1982, J ORG CHEM, V18, P544

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