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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 26, 1996 - Issue 5
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Original Articles

Trimethylaluminum-Promoted Cyclization of Cyanoenaminones. A Versatile Synthesis of Substituted Pyrazolopyridines

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Pages 981-990 | Received 21 Aug 1995, Published online: 21 Aug 2006

References and Notes

  • Campbell , J. B. and Firor , J. W. 1995 . J. Org. Chem. , 60 : 0000
  • The enaminones were prepared as described in reference 1 Typically the yields were 85–95% of the crude enaminones which were sufficiently pure for use in the cyclization reaction.
  • Stowell , J. C. 1979 . Carbanions in Organic Synthesis , New York : John Wiley & Sons . Chap. 5.
  • Examination of the seven-membered ring enaminone analog indicated an even closer approach of the reacting carbons than in the six-membered ring analogs.
  • We expect that these arguments for variations in enaminone reactivity based upon ground state geometries will parallel those in the transition state leading to cyclization.
  • Bare , T. M. , McLaren , C. D. , Campbell , J. B. , Firor , J. W. , Resch , J. F. , Walters , C. P. , Salama , A. I. , Meiners , B. A. and Patel , J. B. 1989 . J. Med. Chem. , 32 : 2561
  • Gonzalez , C. , Greenhouse , R. , Tallabs , R. and Muchowski , J. M. 1983 . Can J. Chem. , 61 : 1697
  • Still , W. C. , Kahn , M. and Mitra , A. 1978 . J. Org. Chem. , 43 : 2923

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