The NiCl2-Li-Arene (cat.) Combination as Reducing System, Part 8 ** Catalytic Hydrogenation of Organic Compounds Using the NiCl2-Li-Naphthalene (cat.) Combination

Advanced Synthesis and Catalysis

Volumn 343, Issue 2, 2001, Pages 188-191

  Alonso, Francisco ^a   Yus, Miguel ^a  

^a UNIVERSITY OF ALICANTE   (Spain)

Author keywords

Catalytic hydrogenation; Lithium; Naphthalene; Nickel

Indexed keywords

EID: 0000864466     PISSN: 16154150     EISSN: None     Source Type: Journal    
DOI: 10.1002/1615-4169(20010226)343:2<188::aid-adsc188>3.3.co;2-%23     Document Type: Review

References (37)

1. For a monograph, see: P. N. Rylander, Hydrogenation Methods, Academic Press, London, 1985.
2. S. Siegel, in Comprehensive Organic Synthesis, Vol. 8 (Eds.: B. M. Trost, I. Fleming), Pergamon Press, Oxford, 1991, pp. 417-442.
3. nd Edn, ACS, Washington D. C., 1996.
4. W. F. Maier, K. Bergman, W. Bleicher, P. v. R. Schleyer, Tetrahedron Lett. 1981, 22, 4227-4250.
5. (a) D. Savoia, E. Tagliavini, C. Trombini, A. Umani-Ronchi, J. Org. Chem. 1981, 46, 5340-5343;
6. (b) A. Fürstner, F. Hofer, H. Weidmann, Carbon 1991, 29, 915-919.
7. (a) L. K. Reefer, G. L. Lunn, Chem. Rev. 1989, 89, 459-502;
8. (b) K. Kamata, Y. Tominaga, T. Akiyoshi, T. Thiemann, S. Mataka, Heterocycles 1998, 48, 1663-1668, and references cited therein.
9. (a) C. A. Brown, V. K. Ahuja, J. Chem. Soc., Chem. Commun. 1973, 553-554;
10. (b) B. Ganem, J. O. Osby, Chem. Rev. 1986, 86, 763-780;
11. A. Nose, T. Kudo, Chem. Pharm. Bull. 1990, 38, 1720-1723;
12. J. Choi, N. M. Yoon, Synthesis 1996, 597-599;
13. (e) J. Choi, N. M. Yoon, Tetrahedron Lett. 1996, 37, 1057-1060;
14. (f) N. M. Yoon, K. B. Park, H. J. Lee, J. Choi, Tetrahedron Lett. 1996, 37, 8527-8528;
15. (g) I. Saxena, R. Borah, J. C. Sarma, J. Chem. Soc., Perkin Trans. 1 2000, 503-504.
16. (a) I. Motoyama, Bull. Chem. Soc. Jpn. 1960, 33, 232-236;
17. (b) C. Petrier, J.-L. Luche, Tetrahedron Lett. 1987, 28, 2347-2350;
18. A. Nose, T. Kudo, Chem Pharm. Bull. 1990, 38, 2097-2101;
19. A. Boruah, M. Baruah, D. Prajapati, J. S. Sandhu, Synlett 1997, 1253-1254.
20. (a) J.-J. Brunet, P. Gallois, P. Caubère, J. Org. Chem. 1980, 45, 1937-1945;
21. (b) J. J. Brunet, L. Mordenti, P. Caubère, J. Org. Chem. 1981, 46, 1270-1274.
22. For two recent applications of Raney nickel, see, for instance: (a) H. Wang, J. Lian, J. Chen, Y. Pan, Y. Shi, Synth. Commun. 1999, 29, 129-134; (b) A. F. Barrero, E. J. Alvarez Manzaneda, R. Chahboun, R. Meneses, Synlett 1999, 1663-1666.
23. For two recent applications of Raney nickel, see, for instance: (a) H. Wang, J. Lian, J. Chen, Y. Pan, Y. Shi, Synth. Commun. 1999, 29, 129-134; (b) A. F. Barrero, E. J. Alvarez Manzaneda, R. Chahboun, R. Meneses, Synlett 1999, 1663-1666.
24. (a) F. Alonso, M Yus, Tetrahedron Lett. 1996, 37, 6925-6928;
25. (b) F. Alonso, M. Yus, Tetrahedron Lett: 1997, 38, 149-152;
26. F. Alonso, M. Yus, Tetrahedron 1998, 54, 1921-1928;
27. F. Alonso, G. Radivoy, M. Yus, Tetrahedron 1999, 55, 4441-4444;
28. (e) G. Radivoy, F. Alonso, M. Yus, Tetrahedron 1999, 55, 14479-14490;
29. (f) F. Alonso, G. Radivoy, M. Yus, Tetrahedron 2000, 56, 8673-8678;
30. (g) G. Radivoy, F. Alonso, M. Yus, Synthesis 2001, in press.
31. [3], Chapter 6.
32. [3], p. 133.
33. [3], p. 81.
34. [3], p. 134.
35. [3], p. 131.
36. [3], pp. 72-73.
37. [3], p. 66.