Efficient and Mild Regeneration of Carbonyl Compounds from Oximes and Hydrazones by Manganese(III) Porphyrin–Periodate

Abstract

The periodate–manganese tetraphenylporphyrin, Mn(tpp)/IO₄^–, catalytic system is efficient in regenerating the parent carbonyl compounds from oximes and phenylhydrazones at room temperature.

References

1. B. Meunier, Chem. Rev., 1992, 92, 1411.
2. S. B. Shim, K. Kim and Y. H. Kim, Tetrahedron Lett., 1987, 645.
3. J. M. Aizpurua, M. Juaristi, B. Lecea and C. Palomo, Tetrahedron, 1985, 41, 2903.
4. B. C. Ranu and A. R. Das, J. Org. Chem., 1991, 56, 4796.
5. G. A. Olah and T. L. Ho, Synthesis, 1976, 610.
6. E. J. Corey and J. W. Sugg, Tetrahedron Lett., 1975, 2647.
7. D. H. R. Barton, D. J. Lester and S. V. Ley, J. Chem. Soc., Chem. Commun., 1977, 445.
8. D. Mohajer and S. Tangestaninejad, J. Chem. Soc., Chem. Commun., 1993, 240.
9. D. Mohajer and S. Tangestaninejad, Tetrahedron Lett., 1994, 35, 945.
10. A. Adler, F. R. Long, J. D. Finarelli, J. Goldmacher, J. Assour and L. Korsakoff, J. Org. Chem., 1967, 32, 476.
11. A. D. Adler, F. R. Long, F. Kampas and J. Kim, J. Inorg. Nucl. Chem., 1970, 32, 2443.