Abstract
A simple, rapid, and highly efficient method has been developed for the aza-Michael addition of acrylonitrile to 2-aryl-oxymethylbenzimidazole derivatives in the presence of anhydrous potassium carbonate under microwave irradiation. A series novel of 1-cyanoethyl-2-aryloxymethylbenzimidazole derivatives have been prepared and characterised by 1H NMR, 13C NMR, IR spectra and elemental analysis.
References
1.
Ozden S.
,
Karatas H.
,
Yildiz S.
, and
Goker K.
, Arch. Pharm. , 2004 , 337 , 556 .
2.
Easmon J.
,
Puerstinger G.
,
Roth T.
,
Fiebig H. H.
,
Jenny M.
,
Jaeger W.
,
Heinisch G.
, and
Hofmann J.
, Int. J. Cancer , 2001 , 94 , 89 .
3.
Zhu X. K.
,
Guan J.
,
Tachibana Y.
,
Bastow K. F.
,
Cho S. J.
,
Cheng H. H.
,
Cheng Y. C.
,
Gurwith M.
, and
Lee K. H.
, J. Med. Chem. , 1999 , 42 , 2441 .
4.
Shafik R.M.
,
El-Din S.A.
,
Eshba N. H.
,
El-Hawash S.A.
,
Desheesh M. A.
,
Abdel-Aty A. S
, and
Ashour H. M.
, Pharmazie , 2004 , 59 , 899 .
5.
El-Naem Sh. I.
,
El-Nzhawy A.O.
,
El-Diwani H. I.
, and
Abdel Hamid A. O.
, Arch. Pharm. , 2003 , 336 , 7 .
6.
Martin-Aranda R. M.
,
Ortega-Cantero E.
,
Rojas-Cervantes L.M.
,
Vicente-Rodriguez M. A.
, and
Banares-Munoz M. A.
, Catal. Lett. , 2002 , 84 , 201 .
7.
Yang L.
,
Xu L.W.
, and
Xia C.G.
, Tetrahedron Lett. , 2005 , 46 , 3279 –3282 .
8.
Lin Q.
,
Zhang Y.M.
,
Wei T.B.
, and
Wang H.
, J. Chem. Res. , 2004 , 28 , 298 .
9.
Polshettiwar V.
, and
Varma R.S.
Tetrahedron 2010 , 66 , 1091 .
10.
Wei T.B.
,
Liu H.
,
Li M.L.
, and
Zhang Y.M.
, Synth. Commun. , 2005 , 35 , 1759 .
11.
Zhang Y.M.
,
Cui W.H.
, and
Wei T.B.
, Chinese J. Org. Chem. , 2007 , 7 , 893 .