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Synlett 2002(4): 0625-0627
DOI: 10.1055/s-2002-22701
LETTER
© Georg Thieme Verlag Stuttgart · New York

Highly Convenient and Efficient One-pot Conversions of Aldehydes into Nitriles and Ketones into Amides Using HY-Zeolite [1]

K. V. N. S. Srinivas, E. Bolla Reddy, Biswanath Das*
Organic Chemistry Division-I, Indian Institute of Chemical Technology, Hyderabad-500 007, India
Fax: +91(40)7173387; e-Mail: biswanathdas@yahoo.com;
Further Information

Publication History

Received 14 January 2002
Publication Date:
05 February 2007 (online)

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Abstract

One-pot conversions of aldehydes into nitriles and ketones into amides have been carried out conveniently and efficiently using HY-zeolite as catalyst. Both microwave irradiation and conventional methods have been studied.

Key words

aldehydes - ketones - nitriles - amides - HY-zeolite - microwave irradiation

    References

  • 1a

    Part 13 in the series, „Studies on Novel Synthetic Methodologies”, for part 12 see: Ravindranath, N.; Ramesh, C.; Das, B. Synlett 2002, submitted.

  • 1b

    IICT Communication No. 4325.

  • 2a Diana GD. Cutcliffe D. Volkots DL. Mallamo JP. Bailey TR. Vescio N. Oglesley RC. Nitz TJ. Wetzel J. Girandu V. Pevear DC. Dutko FJ. J. Med. Chem.  1993,  36:  3240 
    CrossrefGoogle Scholar
  • 2b Chihiro M. Nagamoto H. Takemura I. Kitano K. Komatsu H. Sekiguchi K. Tabusa F. Mori T. Tominnaga M. Yabuuchi Y. J. Med. Chem.  1995,  38:  353 
    CrossrefGoogle Scholar
  • 2c Fabiani ME. Drug News Perspect.  1999,  12:  207 
    CrossrefGoogle Scholar
  • 2d Khanna IK. Weier RM. Yu Y. Xu XD. Koszyk FJ. Callins PW. Kobaldt CM. Veenhuizen AW. Perkins WE. Casler JJ. Masferrer JL. Zhung YY. Gregory SA. Seibert K. Isakson PC. J. Med. Chem.  1997,  40:  1634 
    CrossrefGoogle Scholar
  • 3a Cohen MA. Sawden J. Turner NJ. Tetrahedron Lett.  1990,  31:  7223 
    CrossrefGoogle Scholar
  • 3b Yamada H. Chimia  1993,  47:  69 
    CrossrefGoogle Scholar
  • 3c Crossby J. Moiller J. Parratt JS. Turner NJ. J. Chem. Soc., Perkin Trans. 1  1994,  1679 
    CrossrefGoogle Scholar
  • 3d Luo F.-T. Jeevanandam A. Tetrahedron Lett.  1998,  39:  9455 
    CrossrefGoogle Scholar
  • 4 March J. Advanced Organic Chemistry   John Wiley and Sons; New York: 1992.  p.1038 ; and references cited therein
    Google Scholar
  • 5 Wang EC. Lin G.-J. Tetrahedron Lett.  1998,  36:  4047 ; and references cited therein
    Google Scholar
  • 6a Feng J.-C. Lin G. Dia L. Bian N.-S. Synth. Commun.  1998,  28:  3765 
    Article in Thieme ConnectGoogle Scholar
  • 6b Bose DS. Narsaiah AV. Tetrahedron Lett.  1998,  39:  6533 
    Article in Thieme ConnectGoogle Scholar
  • 6c Das B. Madhusudhan P. Venkataiah B. Synlett  1999,  1569 
    Article in Thieme ConnectGoogle Scholar
  • 6d Das B. Ramesh C. Madhusudhan P. Synlett  2000,  1599 
    Article in Thieme ConnectGoogle Scholar
  • 7 Sosnovsky G. Krogh JA. Umhoefer SG. Synthesis  1979,  722 
    Article in Thieme ConnectGoogle Scholar
  • 8 Webb KS. Levy D. Tetrahedron Lett.  1995,  36:  5117 
    CrossrefGoogle Scholar
  • 9 Marouka K. Yamamoto H. In Comprehensive Organic Synthesis   Vol. 6:  Trost BM. Pergamon Press; Oxford: 1991.  p.763 
    Google Scholar
  • 10a Olah GA. Fung AP. Synthesis  1979,  537 
    Google Scholar
  • 10b Gawly RE. Org. React.  1988,  35:  1 
    Google Scholar
  • 11 Meshram HM. Synth. Commun.  1990,  20:  3253 ; and references cited therein
    CrossrefGoogle Scholar
  • 12a Novotny A. inventors; U.S. Patent  2569114.  ; Chem. Abstr. 1952, 46, 5078
  • 12b Novotny A. inventors; U.S. Patent  2579851.  ; Chem. Abstr. 1952, 46, 6668
  • 12c Barnett C, Cohn IM, and Lincoln J. inventors; U.S. Patent  2754298.  ; Chem. Abstr. 1957, 51, 2853
  • 12d Delgado F. Cano AC. Garcia O. Alvarado J. Velasco L. Alvarez C. Rudler H. Synth. Commun.  1992,  22:  2125 
    Google Scholar
  • 12e Lavrent A. Jacquault P. Di Martino J.-L. Hamelin J. J. Chem. Soc., Chem. Commun.  1995,  1101 
    Google Scholar
  • 12f Das B. Ravindranath N. Venkataiah B. Madhusudhan P. J. Chem. Res., Synop.  2000,  482 
    Google Scholar