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        Synthesis  2005(18): 3045-3050  
DOI: 10.1055/s-2005-916039
   DOI: 10.1055/s-2005-916039
PAPER
© Georg Thieme Verlag Stuttgart · New YorkA Convenient One-Pot Synthesis of 4′-Aryl-2,2′:6′,2′′-terpyridines and 2,4,6-Triarylpyridines under Microwave Irradiation
Further Information
            
               
                  
                        
                              Received
                              18 May 2005 
                      
Publication Date:
29 September 2005 (online)
            
         
      
   Publication History
Publication Date:
29 September 2005 (online)

Abstract
A series of 4′-aryl-2,2′:6′,2′′-terpyridines have been prepared by the one-pot reaction of 2-acetylpyridine with aromatic aldehydes in the presence of ammonium acetate under microwave irradiation. This method has the advantages of shorter route, easier workup, shorter reaction time, higher yield and more environmentally friendly conditions, compared to the conventional ones.
Key words
2-acetylpyridine - aromatic aldehyde - terpyridine - microwave
- 1 
             
            Morgan SG.Burstall FH. J. Chem. Soc. 1931, 20
- 2 
             
            Lehn JM. Supramolecular Chemistry, Concepts and Perspectives VHC; Weinheim: 1995.Reference Ris Wihthout Link
- 3 
             
            Chelucci G.Thummel RP. Chem. Rev. 2002, 102: 3129
- 4a 
             
            Islam A.Sugihara H.Arakawa HJ. Photochem. Photobiol. A 2003, 158: 131
- 4b 
             
            Grätzel M. Prog. Photovolt. Res. Appl. 2000, 8: 171
- 5a 
             
            Trawick BN.Daniher AT.Bashkin JK. Chem. Rev. 1998, 98: 939
- 5b 
             
            Latham HC.Cook PR.Rodger A.Lowe G. FEBS Lett. 1996, 380: 73
- 6a 
             
            Brothers HM.Kostic NM. Inorg. Chem. 1988, 27: 1761
- 6b 
             
            Clarke MJ. Coord. Chem. Rev. 2003, 236: 209
- 7 
             
            Mutai T.Cheon JD.Arita S.Araki K. J. Chem. Soc., Perkin Trans. 2 2001, 1045
- 8 
             
            Kröhnke F. Synthesis 1976, 1
- 9 
             
            Heller M.Schubert US. Eur. J. Org. Chem. 2003, 947
- 10 
             
            Cave GWV.Raston CL. Chem. Commun. 2000, 2199
- 11a 
             
            Raghukumar V.Thirumalai VT.Karunakara V.Ramamurthy P. Tetrahedron 2003, 59: 3761
- 11b 
             
            Palacios F.de Retana AMO.Oyarzabal J. Tetrahedron Lett. 1996, 37: 4577
- 11c 
             
            Shintani T.Kadono H.Kikuchi T.Schubert T.Shogase Y.Shimazaki M. Tetrahedron Lett. 2003, 44: 6567
- 11d 
             
            Bonnet V.Mongin F.Trécourt F.Quéguiner G.Knochel P. Tetrahedron Lett. 2001, 42: 5717
- 12a 
             
            Kad GL.Kaur I.Bhandari M.Singh J.Kaur J. Org. Process Res. Dev. 2003, 7: 339
- 12b 
             
            Garbacia S.Desai B.Lavistre O.Kappe CO. J. Org. Chem. 2003, 68: 9136
- 12c 
             
            Arvela RK.Leadbeater NE. J. Org. Chem. 2003, 68: 9122
- 13a 
             
            Varma RS. Green Chem. 1999, 43
- 13b 
             
            Basbiardes G.Safir I.Mohamed AS.Barbot F.Laduranty J. Org. Lett. 2003, 5: 4915
- 13c 
             
            Sauer DR.Katrin D.Phelan KM. Org. Lett. 2003, 5: 4721
- 14 
             
            Wang J.Hanan GS. Synlett 2005, 1251
- 15a 
             
            Tu SJ.Miao CB.Fang F.Feng YJ.Li TJ.Zhuang QY.Zhang XJ.Zhu SL.Shi DQ. Bioorg. Med. Chem. Lett. 2004, 14: 1533
- 15b 
             
            Tu SJ.Miao CB.Gao Y.Fang F.Zhuang QY.Feng YJ.Shi DQ. Synlett 2004, 255
- 15c 
             
            Tu SJ.Fang F.Zhu SL.Li TJ.Zhang XJ.Zhuang QY. J. Heterocycl. Chem. 2004, 41: 253
- 16 
             
            Tu SJ.Li TJ.Shi F.Fang F.Zhu SL.Wei XY.Zong ZM. Chem. Lett. 2005, 732
- 17 
             
            Kidwai M.Rastogi S.Thakur R.Saxena S. Z. Naturforsch., B 2004, 59: 606
- 18 
             
            Dorofeenko GN.Olekhnovich EP.Laukhina LI. Zh. Org. Khim. 1971, 7: 1296 ; Chem. Abstr. 1971, 75: 98392a
 
    