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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 40, 2010 - Issue 9
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Original Articles

Zinc Chloride–Catalyzed Expeditious Route to Nitriles

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Pages 1276-1279 | Received 02 Mar 2009, Published online: 07 Apr 2010

REFERENCES

  • (a) Friedrich , K. ; Wallenfels , K. In The Chemistry of Cyano Group ; Z. Rappoport (Ed.); Interscience : New York , 1970 ; p. 92 ; (b) Fabiani, M. E. Angiotensin receptor subtypes: Novel targets for cardiovascular therapy. Drug News Perspect. 1999, 12, 207; (c) Wittenberger, S. J.; Donner, B. G. Dialkyltin oxide–mediated addition of trimethylsilyl azide to nitriles: A novel preparation of 5-substituted tetrazols. J. Org. Chem. 1993, 58, 4139–4141; (d) Chihiro, M.; Agamoto, H.; Tekemura, I.; Kitano, K.; Komatsu, H.; Sekiguchi, K.; Tabusa, F.; Mori, T.; Tominaga, M.; Yabuuchi, Y. Novel thiazole derivatives as inhibitors of superoxide production by human neutrophils: Synthesis and structure–activity relationships. J. Med. Chem. 1995, 38, 353–358 .
  • (a) Mowry , D. T. The preparation of nitriles . Chem. Rev. 1948 , 42 , 189 – 283 ; (b) Kondo , Y. ; Sugiyama , Y. ; Tanaka , N. US Patent. 6,331,628, 2001 .
  • (a) Semmelhack , M. F. ; Schmid , C. R. Nitroxyl-mediated electro-oxidation of amines to nitriles and carbonyl compounds . J. Am. Chem. Soc. 1983 , 105 , 6732 – 6734 ; (b) Chen , F. E. ; Kuang , Y. Y. ; Dai , H. F. ; Lu , L. ; Huo , M. A selective and mild oxidation of primary amines to nitriles with trichloroisocyanuric acid . Synthesis 2003 , 17 , 2629 – 2631 .
  • (a) Baxendale , I. R. ; Ley , S. V. ; Sneddon , F. H. A clean conversion of aldehydes to nitriles using a solid-supported hydrazine . Synlett 2002 , 5 , 775 – 777 ; (b) Kuo , C. W. ; Zhu , J. L. ; Wu , J. D. ; Chu , C. M. ; Yao , C. F. ; Shia , K. S. A convenient new procedure for converting primary amides into nitriles . Chem. Commun. 2007 , 301 – 303 .
  • Phillips , B. A. ; Fodor , G. ; Gal , J. ; Letourneau , F. ; Ryan , J. J. Mechanism of the von Braun amide degradations with carbonyl bromide or phosphorus pentabromide. Tetrahedron 1973, 29, 3309–3327.
  • Niknam , K. ; Karami , B. ; Kiasat , A. R. A novel and efficient synthesis of nitriles from aldehydes under solvent-free microwave irradiation conditions . Bull. Korean Chem. Soc. 2007 , 28 , 975 .
  • Khezri , S. H. ; Azimi , N. ; Vali , M. ; Sis , B. E. ; Hashemi , M. M. ; Baniasadi , M. H. ; Teimouri , F. Red mud–catalyzed one-pot synthesis of nitriles from aldehydes and hydroxylamine hydrochloride under microwave irradiation . Arkivoc 2007 , 162 – 170 .
  • Lehmann , H. New Avenues to Efficient Chemical Synthesis ; Springer : Berlin , 2006 ; vol. 3 , pp. 133 – 149 .
  • Kirschning , A. ; Solodenko , W. ; Mennecke , K. Combining enabling techniques in organic synthesis: Continuous flow processes with heterogenized catalysts . Chem.—Eur. J. 2006 , 12 , 5972 – 5990 .
  • Pasha , M. A. ; Manjula , K. Rapid method of converting primary amides to nitriles and nitriles to primary amides by ZnCl2 using microwaves under different reaction conditions . Synth. Commun. 2007 , 37 , 1545 – 1550 .

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