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Synthesis 2003(2): 0243-0246
DOI: 10.1055/s-2003-36830
PAPER
© Georg Thieme Verlag Stuttgart · New York

Graphite as an Efficient Catalyst for One-Step Conversion of Aldehydes into Nitriles in Dry Media

Hashem Sharghi*, Mona Hosseini Sarvari
Department of Chemistry, Faculty of Science, Shiraz University, Shiraz 71454, Iran
e-Mail: shashem@chem.susc.ac.ir;
Further Information

Publication History

Received 29 July 2002
Publication Date:
22 January 2003 (online)

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Abstract

Graphite is found to promote the conversion of aldehydes into nitriles in high yields.

Key words

nitriles - aldehydes - graphite - solvent-free conditions - one-step procedure

    References

  • 1 Comprehensive Organic Chemistry   Vol. 2:  Barton DHR. Ollis WD. Pergamon; Oxford: 1979.  Chap. 8. p.534-535  
  • 2 Smith RF. Albright JA. Waring AM. J. Org. Chem.  1966,  31:  4100 
    Search in Google Scholar
  • 3a Medwid JB. Paul R. Baker JS. Brockman JA. Du MT. Hallett WA. Hanifin JW. Hardy RA. Tarrant ME. Torley IW. Wrenn S. J. Med. Chem.  1990,  33:  1230 
    CrossrefSearch in Google Scholar
  • 3b Judkins BD. Allen DG. Cook TA. Evans B. Sardharwala TE. Synth. Commun.  1996,  26:  4351 
    CrossrefSearch in Google Scholar
  • 4a Cohen MA. Sawden J. Turner NJ. Tetrahedron Lett.  1990,  31:  7223 
    CrossrefSearch in Google Scholar
  • 4b Yamada H. Chimia  1993,  47:  69 
    CrossrefSearch in Google Scholar
  • 4c Luo F.-T. Jeevanandam A. Tetrahedron Lett.  1998,  39:  9455 
    CrossrefSearch in Google Scholar
  • 5 Wang E.-C. Lin G.-J. Tetrahedron Lett.  1998,  36:  4047 
    Search in Google Scholar
  • 6 Kamal A. Arifuddin M. Rao NV. Synth. Commun.  1998,  28:  4507 
    CrossrefSearch in Google Scholar
  • 7 Webb KS. Levy D. Tetrahedron Lett.  1995,  36:  5117 
    CrossrefSearch in Google Scholar
  • 8 Ali SL. Nikalje MD. Dewkar GK. Paraskar AS. Nikalje MD. Sudalai A. J. Chem. Res., Synop.  2000,  30 
  • 9a Kagan HB. Pure Appl. Chem.  1976,  46:  177 
    CrossrefSearch in Google Scholar
  • 9b Setton R. Intercalation Compounds of Graphite and Their Reactions, In Preparative Chemistry Using Supported Reagents   Lazlo P. Academic Press; London: 1987.  Chap. 15. p.255-283  
    Crossref
  • 9c Fürstner A. Angew. Chem., Int. Ed. Engl.  1993,  32:  164 
    CrossrefSearch in Google Scholar
  • 9d Wiesendanger R. Anslemetti D. Phys. Chem. Mater. Low-Dimens. Struct.  1992,  16:  1 
    CrossrefSearch in Google Scholar
  • 9e Madsen LL. Joergensen JF. Camerio K. Synth. Met.  1993,  55:  335 
    CrossrefSearch in Google Scholar
  • 10a Audhuy-Peaudecerf M, Berlan J, Dubac J, Laporterie A, Laurent R, and Lefeuvre S. inventors; French Patent  2722781.  ; Chem. Abstr. 1996, 125, 10370
  • 10b Laurent R. Ph.D. Thesis   Universite Paul Sabatier; Toulouse: 1994. 
  • 10c Laporte C. Ph.D. Thesis   Universite Paul Sabatier; Toulouse: 1997. 
  • 10d Garrigues B. Laporte C. Laurent R. Laporterie A. Dubac J. Liebigs Ann.Chem.  1996,  739 
  • 10e Garrigues B. Laurent R. Laporte C. Laporterie A. Dubac J. Liebigs Ann. Chem.  1996,  743 
  • 10f Garrigues P. Garrigues B. C. R. Acad. Sci.  1998,  545 
  • 10g Laporte C. Oussaid A. Garrigues B. C. R. Acad. Sci.   2000,  321 
  • 11 Dabirmanesh Q. Fernando SIS. Roberts RMG. J. Chem. Soc., Perkin Trans. 1  1995,  643 
  • 12 Villemin D. Hachemi M. Lalaoui M. Synth. Commun.  1996,  26:  2461 
    CrossrefSearch in Google Scholar
  • 13 Marquie J. Laporterie A. Dubac J. Roques N. Synlett  2001,  493 
  • 14 Kumar SHM. Reddy BV. Reddy PT. Yadav JS. Synthesis  1999,  586 
    Thieme Connect
  • 15a CRC Handbook of Tables for Organic Compound Identification   3 rd Ed.:  Rappoport Z. CRC Press; Ohio: 1967. 
  • 15b CRC Handbook of Chemistry and Physics   54th Ed.:  Weast RC. CRC Press; Boca Raton: 1975. 
  • 16 Juncai F. Bin L. Yang L. Changchuan L. Synth. Commun.  1996,  26:  4545 
    Search in Google Scholar