Abstract
The reactions of o-phenylenediamine with aromatic aldehydes gave 1,2-disubstituted benzimidazoles in good to excellent yields under mild reaction conditions by using water as the reaction medium in the presence of 20 mol% FeCl3.
References
1.
Horton D.A.
,
Bourne G.T.
, and
Smyte M.L.
, Chem. Rev. , 2003 , 103 , 893 .
2.
Ishida T.
,
Suzuki T.
,
Hirashima S.
,
Misutani K.
,
Yoshida A.
,
Ando I.
,
Ikeda S.
,
Adachi T.
, and
Hashimoto H.
, Bioorg. Med. Chem. Lett. , 2006 , 16 , 1859 .
3.
Falcó J.
,
Piqué M.
,
Gonzá M.
,
Buira I.
,
Méndez E.
,
Terencio J.
,
Pérez C.
,
Príncep M.
,
Palomer A.
, and
Guglietta A.
, Eur. J. Med. Chem. , 2006 , 41 , 985 .
4.
Battershill A.J.
, and
Scott L.J.
, Drugs , 2006 , 66 , 51 .
5.
Schwartz G.
,
Fehse K.
,
Pfeiffer M.
,
Walzer K.
, and
Leo K.
, App. Phys. Lett. , 2006 , 89 , 083509 .
6.
Asensio J.A.
, and
Gomez-Romero P.
, Fuel Cells , 2005 , 5 , 336 .
7.
Dudd L.M.
,
Venardou E.
,
Garcia-Verdugo E.
,
Licence P.
,
Blake A.J.
,
Wilson C.
, and
Poliakoff M.
, Green Chem. , 2003 , 5 , 187 .
8.
Liu Y.Y.
,
Wan J.-P.
, Org. Bio. Chem. , 2011 , 9 , 6873 .
9.
Richter J.M.
,
Ishihara Y.
,
Masuda T.
,
Whitefield B.W.
,
Llamas T.
,
Pohjakallio A.
, and
Baran P.S.
, J. Am. Chem. Soc. , 2008 , 130 , 17938 .
10.
Burns N.Z.
,
Baran P.S.
, and
Hoffmann R.W.
, Angew. Chem. Int. Ed. , 2009 , 48 , 2854 .
11.
Salehim P.
,
Dabiri M.
,
Zolfigol M.A.
,
Otokesh S.
, and
Baghbanzadeh M.
, Tetrahedron Lett. , 2006 , 47 , 2557 .
12.
Yadav J.S.
,
Reddy B.V.S.
,
Premalatha K.
, and
Shankar K.S.
, Can. J. Chem. , 2008 , 86 , 124 .
13.
Kokare N.D.
,
Sangshetti J.N.
, and
Shinde D.B.
, Synthesis , 2007 , 2829 .
14.
Ravi V.
,
Ramu E.
,
Vljay K.
, and
Rao A.S.
, Chem. Pharm. Bull. , 2007 , 55 , 1245 .
15.
Wan J.-P.
,
Gan S.-F.
,
Wu J.-M.
, and
Pan Y.J.
, Green Chem. , 2009 , 11 , 1633 .
16.
Bolm C.
, Nat. Chem. , 2009 , 1 , 420 .
17.
Sun C.-L.
,
Li B.-J.
, and
Shi Z.-J.
, Chem. Rev. , 2011 , 111 , 1293 .
18.
Chakrabarty M.
,
Mukherjee R.
,
Karmakar S.
, and
Harigaya Y.
, Monastsh. Chem. , 2007 , 138 , 1279 .
