A Facile Multi Component Synthesis of Some Functionalized Chromenes and Spiroindole Derivatives using DABCO as an Efficient Catalyst

被引：0

作者：

Mobinikhaledi, Akbar ^{[1
]}

Jabbarpour, Mahsa ^{[1
]}

机构：

[1] Arak Univ, Fac Sci, Dept Chem, Arak 3815688349, Iran

来源：

JOURNAL OF THE CHEMICAL SOCIETY OF PAKISTAN | 2013年 / 35卷 / 04期

关键词：

Multicomponent; DABCO; Tetrahydrochromene; Dihydropyran; Spirocyclic; 2-oxindole; Catalyst; ONE-POT SYNTHESIS; SPIROOXINDOLES; IRRADIATION; ALKALOIDS; BROMIDE; REAGENT;

D O I：

暂无

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Chromene and spirocyclic 2-oxindole derivatives were readily synthesized in good yields via a one-pot three-component reaction involving Knoevenagel condensation of aromatic aldehyde or isatin with an active methylene reagent then the intermediate was reacted with another different active methylene reagent via a DABCO-catalysed Michael addition to yield the main products. Some advantages of this protocol are good yields, use of available catalysts, simple workup procedure and short reaction times. All synthesized products were characterized by FT-IR, H-1- and C-13-NMR spectroscopy.

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页码：1211 / 1218

页数：8

相关论文

共 40 条

[1] DBU-Catalyzed, facile and efficient method for synthesis of spirocyclic 2-oxindole derivatives with incorporated 6-amino-4H-pyridazines and fused derivatives via [3+3] atom combination [J].

Abdelhamid, Ismail A. ;

Mohamed, Mona H. ;

Abdelmoniem, Amr M. ;

Ghozlan, Said A. S. .

TETRAHEDRON, 2009, 65 (48) :10069-10073

[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]

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

[4]

Arnesto D, 1989, J ORG CHEM, V54, P3069

[5] NB-DEMETHYLALSTOPHYLLINE OXINDOLE, AN OXINDOLE ALKALOID FROM THE LEAVES OF ALSTONIA-MACROPHYLLA [J].

ATTAURRAHMAN ;

SILVA, WSJ ;

ALVI, KA ;

DESILVA, KTD .

PHYTOCHEMISTRY, 1987, 26 (03) :865-868

[6] A heterogeneous strong basic Mg/La mixed oxide catalyst for efficient synthesis of polyfunctionalized pyrans [J].

Babu, N. Seshu ;

Pasha, Nayeem ;

Rao, K. T. Venkateswara ;

Prasad, P. S. Sai ;

Lingalah, N. .

TETRAHEDRON LETTERS, 2008, 49 (17) :2730-2733

[7] (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

[8] Tetra-methyl ammonium hydroxide:: An efficient and versatile catalyst for the one-pot synthesis of tetrahydrobenzo[b]pyran derivatives in aqueous media [J].

Balalaie, Saeed ;

Sheikh-Ahmadi, Masoumeh ;

Bararjanian, Morteza .

CATALYSIS COMMUNICATIONS, 2007, 8 (11) :1724-1728

[9] SYNTHESIS AND PHARMACOLOGICAL ACTIVITY OF 2-OXO-(2H) 1-BENZOPYRAN-3-CARBOXAMIDE DERIVATIVES [J].

BONSIGNORE, L ;

LOY, G ;

SECCI, D ;

CALIGNANO, A .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1993, 28 (06) :517-520

[10] Organic base catalyzed O-alkylation of phenols under solvent-free condition [J].

Bu, Xiuli ;

Jing, Huanwang ;

Wang, Li ;

Chang, Tao ;

Jin, Lili ;

Liang, Yongmin .

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2006, 259 (1-2) :121-124

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