Conversion of alkenes and alcohols to azides over zeolite-supported sodium azide

Abstract

Zeolite-supported sodium azide reagents are versatile catalysts for the conversion of various alkenes and alcohols to the corresponding azides in good yield under mild conditions.

References

1. R. S. Atkinson, in Comprehesive Organic Chemistry, Pergamon Press, Oxford, 1987, vol. 2, p. 256; Chemistry of the Azido Groups, ed. S. Patai, Interscience, New York, 1971.
2. P. A. S. Smith, Open-Chain Nitrogen Compounds, Benjamin, New York, 1966, vol. II, pp. 211–256.
3. W. Holderich, Hesse and F. Naumann, Angew. Chem., Int. Ed. Engl., 1988, 27, 226; V. Ramamurthy, D. R. Corbin and L. J. Johnston, J. Am. Chem. Soc., 1992, 114, 3870.
4. S. L. Suib, Chem. Rev., 1993, 93, 803; V. Ramamurthy, D. R. Corbin and D. F. Eaton, J. Org. Chem., 1990, 55, 5269.
5. R. Sreekumar, Y. V. S. N. Murthy and C. N. Pillai, J. Chem. Soc., Chem. Commun., 1992, 1624; R. Sreekumar and C. N. Pillai, Catal. Lett., 1993, 19, 281; R. Sreekumar and R. Padmakumar, Tetrahedron Lett., 1996, 30, 5281.
6. F. Dougnier, J. Patarin, J. L. Guth and D. Anglerot, Zeolites, 1992, 12, 160; P. Caullet, J. Hazm, J. L. Guth, J. F. Joly, J. Lynch and F. Raatz, Zeolites, 1992, 12, 240; R. L. Argauer and G. R. Landolf, US Pat., 3 702 886, 1972.
7. T. Ando, T. Kawate, J. Yamawaki and T. Hanafusa, Chem. Lett., 1982, 935 and references cited therein P. B. Venuto and P. S. Landis, in Advances in Catalysis, ed. D. D. Eley and H. Pines, Academic Press, New York, 1968, vol. 18, p. 259.
8. L. J. Bellamy, The Infra-red Spectra of Complex Molecules, 2nd edn., Chapman and Hall, London, 1980, vol. 2, p. 65.
9. G. W. Breton, K. A. Daus and P. J. Kropp, J. Org. Chem., 1992, 57, 6646; S. N. Ege and K. W. Sherk, J. Am. Chem. Soc., 1953, 75, 354.