Benzimidazoles: Oxidative heterocyclization via nitrobenzene and dimethylsufloxide on silica submitted to microwave or ultraviolet irradiation

被引:84
作者
Ben-Alloum, A
Bakkas, S
Soufiaoui, M
机构
[1] Univ Mohammed V, Lab Chim Plantes & Synth Organ & Biorgan, Fac Sci, Rabat, Morocco
[2] Univ Chouaib Doukkali, Fac Sci, Lab Chim Organ & Bioorgan, El Jadida, Morocco
关键词
D O I
10.1016/S0040-4039(98)00868-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The oxidative heterocyclisation of aldehydes and o-phenylenediamine with nitrobenzene or dimethylsulfoxide impregnated on silica gel and irradiated with microwaves affords benzimidazoles in good yields and high purity. When UV irradiation is used as an energy source, the reaction is very slow. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4481 / 4484
页数:4
相关论文
共 19 条
[1]   Novel synthesis of 2-arylbenzothiazoles - Microwave-activated electron transfer [J].
BenAlloum, A ;
Bakkas, S ;
Soufiaoui, M .
TETRAHEDRON LETTERS, 1997, 38 (36) :6395-6396
[2]  
BRAM G, 1992, SOLID SUPPORTS CATAL, pCH12
[3]  
DAVIDSON RS, 1984, TETRAHEDRON, V40, P999
[4]   FURTHER EVIDENCE FOR THE EFFECT OF ULTRASONIC-WAVES ON ELECTRON-TRANSFER PROCESSES - THE CASE OF THE KORNBLUM-RUSSELL REACTION [J].
DICKENS, MJ ;
LUCHE, JL .
TETRAHEDRON LETTERS, 1991, 32 (36) :4709-4712
[5]  
DUBEY PK, 1979, INDIAN J CHEM B, V18, P428
[6]   SOLID-STATE NMR-STUDIES OF THE MOLECULAR-MOTION IN THE KAOLINITE-DMSO INTERCALATE [J].
DUER, MJ ;
ROCHA, J ;
KLINOWSKI, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (17) :6867-6874
[7]   REACTION PATHWAYS FOR PHOTOCHEMICAL CONVERSION OF ORTHO-SUBSTITUTED BENZYLIDENEANILINES TO AZOLES [J].
GRELLMAN.KH ;
TAUER, E .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (10) :3104-3108
[8]  
MATHIEU J, 1957, PRINCIPES SYNTHESE O, P420
[9]  
ORLONDO JR, 1970, J ORG CHEM, V35, P3147
[10]   The formation of 2-methylbenziminazoles. [J].
Phillips, MA .
JOURNAL OF THE CHEMICAL SOCIETY, 1928, :172-177