Novel Chemoselective Reduction of Aryldiazonium Fluoroborates with Zn–NiCl₂·6H₂O–THF

Abstract

Substituted aryldiazonium fluoroborates are selectively reduced to the corresponding phenylhydrazines by using Zn–NiCl₂·6H₂O in THF as a reducing agent.

References

1. D. Soldatoric and G. Farah, Anti Farm, 1974, 24, 129; Chem. Abtsr., 1975, 82, 135186d; L. N. Lupin and N. V. Reis., Delo, 1977, 3, 175; Chem. Abstr., 1977, 86, 152263b; H. Kushiro, Y. Takano, K. Soyama and I. Fului, Rinsho Eyori, 1970, 18, 451; Chem. Abstr., 1970, 73, 10618k.
2. E. Z. Schraufstatter, Z. Naturforsch, Teil B, 1950, 5, 190; Chem. Abstr., 1950, 144, 8999i.
3. A. H. M. Siddalingaiab, P. S. Kanavi and R. B. Bhat, Ind. J. Chem., Sect. B, 1996, 35, 505.
4. C. A. Demerson, L. G. Humber, A. H. Philipp and R. R. Martel, J. Med. Chem., 1976, 19, 391; A. A. Asselin, L. G. Humber, T. A. Dobson, J. Komlossy and R. R. Martel, J. Med. Chem., 1976, 19, 787; C. A. Demerson, L. G. Humber, T. A. Dobson and I. L. Jirkovsky, US Pat., 3,974,179.
5. A. Gonzalez, Synth. Commun., 1991, 21, 669; T. Y. Shem, Nonsteroidal Antiinflammatory Agents, in Burger's Medicinal Chemistry, ed. M. E. Wolff, John Wiley and Sons, 1981, vol. III, ch. 62; W. O. Foys, Principles of Medicinal Chemistry, Lea and Febiger, Munich, ch. 23, 1989; A. Kleemann and J. Engel, Pharmazeutische Wirkstofe, Georg Thieme Verlag, Stuttgart, 1987.
6. B. P. Bandgar and C. S. Thite, Synth. Commun., 1997, 27, 636.
7. Dictionary of Organic Compounds, Chapman and Hall, London, 6th edn., 1995.
8. A. I. Vogel, A Text Book of Practical Organic Chemistry, ELBS, Longman Group Ltd., London, 3rd edn., 1975, pp. 594, 611.