Khodabakhsh NIKNAM, Ali Reza KIASAT, Nima HEYDARI, Bahador KARAMI

Basic $Al_2O_3$ as a recyclable reagent for the protection of carbonyl groups with phenylhydrazine derivaties and semicarbazides

ISSN: 1300-0527
Yayın Aralığı: Yılda 6 Sayı
Yayıncı: TÜBİTAK

Basic alumina is employed as an inorganic basic solid catalyst for the clean and less hazardous protection of carbonyl compounds, such as phenylhydrazones, 2,4-dinitrophenylhydrazones, semicarbazones,and thiosemicarbazones, under solvent-free conditions. The reactions proceed smoothly and require a short reaction time with good to excellent yields, and the alumina used can be recycled.

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1. J.D. Metzger, Angew. Chem., Int. Ed. Engl. 37, 2975 (1998).
2. K. Tanaka and F. Tada, Chem. Rev. 100, 1025 (2000).
3. H. Sharghi and M. Hosseini Sarvari, Tetrahedron 58, 10323 (2002).
4. H. Sharghi and M. Hosseini Sarvari, Synthesis 1057 (2002).
5. R.M. Pagni, G.W. Kobalka, R. Boothe, K. Gaetano, L.J. Stewart and R. Conawaya, J. Org. Chem. 53, 4477 (1998).
6. G.H. Posner, Angew. Chem., Int. Ed. Engl. 17, 487 (1978).
7. A. McKillop and D.W. Young, Synthesis 401 (1979).
8. A. Cornells and P. Laszlo, Synthesis 909 (1985).
9. P. Laszlo, Ace. Chem. Res. 19, 121 (1986).
10. A. Cornells and P. Laszlo, "Chemical Reactions in Organic and Inorganic Constrained Systems", ed.R. Setton, Reider: Dordrecht, p 212, 1986.
11. A. Lalitha, K. Pitchumani and C. Srinivasan, Green Chemistry 173 (1999).
12. S.D. Lepore and M.R. Wiley, Org. Lett. 5, 7-10 (2003).
13. K. Niknam, A.R. Kiasat and S. Karimi, Synth. Commun. 35, 2231 (2005).
14. R.L. Shriner and R.C. Fuson, "The Systematic Identification of Organic Compounds", John Wiley & Sons. Inc. 3r d Ed.; p 162-165, 1980.
15. A.R. Hajipour, I. Mohammahpoor-Baltork and M. Bigdeli, J. Chem. Research (s) 570-571 (1999).