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DOI: 10.1055/s-2003-42411
A General Procedure for the Synthesis of Pyrido-Condensed Heterocycles
Publication History
Publication Date:
29 September 2003 (online)

Abstract
Reaction of 4-substituted isoxazolo[4,5-c]- and [5,4-b]pyridines with Mo(CO)6 in refluxing methanol is an efficient and versatile procedure for the preparation of functionalized pyrido-condensed heterocycles containing from five to eight atoms in the ring.
Key words
condensed pyridines - molybdenum hexacarbonyl - ring opening - rearrangements - benzodiazocines
- 1a 
             
            Maemoto T.Finlayson K.Olverman HJ.Akahane A.Horton RW.Butcher SP. Br. J. Pharmacol. 1997, 122: 1202
- 1b 
             
            Lunt E.Newton CG. In Comprehensive Heterocyclic Chemistry Vol. 3:Katritzki AR.Rees CW.Boulton AJ.McKillop A. Pergamon; Oxford: 1984. p.199
- 1c 
             
            Radinov R.Hainova M.Simova E.Tyutyulkova N.Gorantcheva J. Arch. Pharm. (Weinheim, Ger.) 1987, 320: 704
- 1d inventors; Deutsche Gold und Silber-Scheideanstsalt vorm. Roessler, French Patent 2162482. ; Chem. Abstr. 1974, 80, 3561
- 1e 
             
            Carboni S.Da Settimo A.Bertini D.Ferrarini PL.Livi O.Tonetti I. Farmaco Ed. Sci. 1975, 237
- 1f 
             
            Carboni S.Da Settimo A.Bertini D.Ferrarini PL.Livi O.Tonetti I. Farmaco Ed. Sci. 1976, 322
- 1g 
             
            Walser A.Fryer RI. In The Chemistry of Heterocyclic Compounds Vol. 50:Fryer RI. Wiley; New York: 1991. p.947-1052
- 1h 
             
            Ho W.Kukla MJ.Breshin HJ.Ludovici DW.Grous PP.Diamond CJ.Miranda M.Rodgers JD.Ho CJ.De Clerq E.Pauwels R.Andries K.Janssen MAC.Janssen PAJ. J. Med. Chem. 1995, 38: 794
- 2a 
             
            Dorgan RJ.Parrick J.Hardy CR. J. Chem. Soc., Perkin Trans. 1 1980, 938
- 2b 
             
            Thompson MD. J. Heterocycl. Chem. 1986, 23: 1545
- 2c 
             
            John R.Seitz G. Chem. Ber. 1990, 123: 133
- 3a 
             
            Donati D.Fusi S.Ponticelli F. Tetrahedron Lett. 2002, 43: 9527
- 3b 
             
            Giorgi GL.Ponticelli F.Czira G.Vékèy K. J. Am. Soc. Mass Spectrom. 1995, 6: 962
- 3c 
             
            Donati D.Fusi S.Ponticelli F. Eur. J. Org. Chem. 2002, 4211
- 4a 
             
            Adembri G.Ponticelli F.Tedeschi P. J. Chem. Soc., Perkin Trans. 1 1975, 2190
- 4b 
             
            Adembri G.Camparini A.Ponticelli F.Tedeschi P. J. Heterocycl. Chem. 1979, 16: 49
- 4c 
             
            Camparini A.Ponticelli F.Tedeschi P. J. Heterocycl. Chem. 1977, 14: 435
- 4d 
             
            Adembri G.Camparini A.Ponticelli F.Tedeschi P. Tetrahedron Lett. 1982, 23: 4375
- 5 
             
            Denzel T.Hohn H. Arch. Pharm. (Weinheim, Ger.) 1973, 306: 746
- 6 
             
            Nitta M.Kobayashi T. J. Chem. Soc., Perkin Trans. 1 1985, 1401
- 7 
             
            Donati D.Fusi S.Ponticelli F. Heterocycles 1988, 27: 1899
- 8a 
             
            Sheldrick GM. SHELXL-97. Program for the Refinement of Crystal Structure University of Gottingen; Germany: 1997.Reference Ris Wihthout Link
- 8b  
            Crystallographic data (excluding structure factors) have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication no. CCDC-204629. Copies of the data can be obtained free of charge on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK [Fax: (internat.) +44(1223)336033; e-mail: deposit@ccdc.cam.ac.uk] Reference Ris Wihthout Link
 
    