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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 27, 1997 - Issue 15
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Original Articles

Microwave Induced 1,3-Depolar Cycloaddition Reactions of Nitrones

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Pages 2563-2567 | Received 31 Dec 1996, Published online: 22 Aug 2006

References and notes

  • For a most recent report see: Majdoub M. Loupy A. Petit A. Roudesli M. S. Tetrahedron 1996 52 617 and references cited therein.
  • For recent reviews on microwave activation see: Caddick S. Tetrahedron 1995 51 10403 Mingos, D. M. and Baghrust, D. R., Chem. Soc. Rev., 1991, 20, 1–47; Giguere, R. J. in “Organic Synthesis: Theory and Application”, JAI Press, 1989, 1, 103.
  • For superheating and acceleration effects see: Baghurst D. R. Mingos D. M. P. J. Chem. Soc., Chem. Commun. 1992 674
  • Aliphatic conjugated nitrone and their cycloaddition reactions are least studied because of their intramolecular cyclisation.
  • Plate , R. , Hermkens , P. H. H. , Smits , J. M. M. , Nivard , R. J. F. and Ottenheijim , H. C. J. 1987 . J. Org. Chem. , 52 : 1047 Yu, Y.; Fujita, H.; Ohno, M. and Eguchi, S. J. Chem. Soc., Chem. Commun. 1995, 1417
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  • Tufariello , J. J. , Mullen , G. B. , Tegeler , J. J. , Trybulski , E. J. , Wong , S. C. and Ali , S. A. 1979 . J. Am. Chem. Soc. , 101 : 2435
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  • In order to determine the reaction rate improvements the thermal reaction were also carried out without microwave energy in the solid state. The reaction proceeds similarly but the completion time is more (3–4 hrs) and the yields are also not satisfactory. Further increasing the reaction time had no significant improvement of yields rather decomposition of products occurred.

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