Microwave-induced One-pot Synthesis of N-carboxyalkyl Maleimides and Phthalimides†

(Note: The full text of this document is currently only available in the PDF Version )

Harsha N. Borah, Romesh C. Boruah and Jagir S. Sandhu


Abstract

Maleic and phthalic anhydride condenses with amino acids and alkylamines under microwave irradiation to afford N-substituted maleimides and phthalimides in excellent yields.


References

  1. J. E. T. Corrie, J. Chem. Soc., Perkin Trans 1, 1994, 2975 RSC.
  2. T. Kitagawa, T. Kawasaki and H. Munechika, J. Biochem., 1982, 92, 585 CAS.
  3. D. D. Pietro, R. M. Borzilleri and S. M. Weinreb, J. Org. Chem., 1994, 59, 5856 CrossRef CAS.
  4. (a) G. B. Gill, G. B. James, K. V. Oates and G. J. Pattenden, J. Chem. Soc., Perkin Trans. 1, 1993, 2567 RSC; (b) M. A. Walker, J. Org. Chem., 1995, 60, 5352 CrossRef CAS; (c) P. Y. Reddy, S. Kondo, T. Toru and Y. Ueno, J. Org. Chem., 1997, 62, 2652 CrossRef.
  5. O. Nielsen and O. Buchardt, Synthesis, 1991, 819 CrossRef CAS and references cited therein.
  6. M. P. Stevens, J. Polym. Sci. Polym. Lett. Ed., 1984, 22, 467 Search PubMed.
  7. (a) R. Laurent, A. Leporterie, J. Dubac, J. Berlan, S. Lauverie and F. M. Audhuy, J. Org. Chem., 1992, 57, 7099 CrossRef CAS and references cited therein; (b) S. Caddick, Tetrahedron, 1995, 51, 10403 CrossRef.
  8. (a) G. Bram, A. Loupy and D. Villemerin, in Solid Supports and Catalysts in Organic Chemistry, Ellis Horwood, London, 1992 Search PubMed; (b) A. Boruah, M. Baruah, D. Prajapati and J. S. Sandhu, Chem. Lett., 1996, 965 CAS.
  9. D. Bogda and J. Pielichiowski, Synlett, 1996, 873 CrossRef CAS.
  10. (a) N. B. Metha, A. P. Phillips, F. F. Lui and R. E. Brooks, J. Org. Chem., 1960, 25, 1012 CrossRef CAS; (b) D. H. Rich, P. D. Gesellchen, D. Paul, A. Tong, T. A. Cheung and C. K. Buckner, J. Med. Chem., 1975, 18, 1004 CrossRef CAS.
Click here to see how this site uses Cookies. View our privacy policy here.