Chemoselective synthesis of benzimidazoles on silica treated with thionyl chloride

被引：43

作者：

Ben Alloum, A

Bougrin, K

Soufiaoui, M

机构：

[1] Univ Mohammed 5, Lab Chim Plantes & Synth Organ & Bioorgan, Fac Sci, Rabat, Morocco

[2] Univ Chouaib Doukkali, Lab Chim Organ & Bioorgan, El Jadida, Morocco

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 31期

关键词：

chemoselectivity; benzirnidazoles silica; thionyl chloride; heterogeneous media;

D O I：

10.1016/S0040-4039(03)01387-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Chemoselective synthesis of benzimidazoles in good yield was achieved with a variety of aldehydes in heterogeneous media. This efficient procedure has been developed for the condensation of ortho-phenylene-diamine with aldehydes by silica-supported thionyl chloride in dichloromethane at ambient temperature. (C) 2003 Elsevier Ltd. Tons droits reserves.

引用

收藏

页码：5935 / 5937

页数：3

相关论文

共 35 条

[1] DIE DARSTELLUNG AROMATISCHER N1.N2-DISULFINYL-1.2-DIAMINE GLEICHZEITIG EIN BEITRAG ZUM MECHANISMUS DER PIAZTHIOL- UND BASENKATALYSIERTEN BILDUNG VON NAPHTHO[1.8-CD][1.2.6]THIADIAZIN [J].

BEECKEN, H .

CHEMISCHE BERICHTE-RECUEIL, 1967, 100 (07) :2170-&

[2] Benzimidazoles: Oxidative heterocyclization via nitrobenzene and dimethylsufloxide on silica submitted to microwave or ultraviolet irradiation [J].

Ben-Alloum, A ;

Bakkas, S ;

Soufiaoui, M .

TETRAHEDRON LETTERS, 1998, 39 (25) :4481-4484

[3] KF/Al2O3 mediated organic synthesis [J].

Blass, BE .

TETRAHEDRON, 2002, 58 (46) :9301-9320

[4]

BONNATERRE R, 1972, B SOC CHIM FR, P3297

[5] THERMODYNAMICS OF FORMATION AND ABSORPTION SPECTRA OF 1-1 COMPLEXES BETWEEN SULPHUR DIOXIDE AND OLEFINES [J].

BOOTH, D ;

DAINTON, FS ;

IVIN, KJ .

TRANSACTIONS OF THE FARADAY SOCIETY, 1959, 55 (08) :1293-1309

[6] NOVEL SYNTHESIS OF ARYLIMIDAZOLES USING MICROWAVE IRRADIATION IN DRY MEDIUM [J].

BOUGRIN, K ;

SOUFIAOUI, M .

TETRAHEDRON LETTERS, 1995, 36 (21) :3683-3686

[7] Novel synthesis of 2-trifluoromethylarylimidazoles on montmorillonite K10 in a 'dry medium' under microwave irradiation [J].

Bougrin, K ;

Loupy, A ;

Petit, A ;

Daou, B ;

Soufiaoui, M .

TETRAHEDRON, 2001, 57 (01) :163-168

[8] Three new ways to synthesize 1,3-azole derivates under microwave irradiation [J].

Bougrin, K ;

Loupy, A ;

Soufiaoui, M .

TETRAHEDRON, 1998, 54 (28) :8055-8064

[9] CONFORMATIONAL INTERCONVERSION IN MONOVALENT IONS OF 1,2,3,6,7,8-HEXAHYDROPYRENE [J].

DEBOER, E ;

PRAAT, AP .

MOLECULAR PHYSICS, 1964, 8 (03) :291-&

[10] INTERACTION BETWEEN SULFUR DIOXIDE AND POLAR MOLECULES .1. SYSTEMS CONTAINING ALIPHATIC ALCOHOLS, ETHERS, OR BENZENE IN CARBON TETRACHLORIDE [J].

DEMAINE, PAD .

JOURNAL OF CHEMICAL PHYSICS, 1957, 26 (05) :1036-1041

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