Silica sulfuric acid: an efficient catalyst for the synthesis of substituted indazoles
الموضوعات : Journal of the Iranian Chemical ResearchDigambar D. Gaikwad 1 , Rajendra P. Pawar 2
1 - Department of Chemistry, Govt.College of Arts & Sciences, Aurangabad-4310001, India
2 - Department of Chemistry, Deogiri College, Aurangabad- 431005, India
الکلمات المفتاحية: Ortho-hydroxy aromatic aldehydes/ketones, Hydrazine hydrate, Silica sulphuric acid,
ملخص المقالة :
A simple extremely fast and efficient approach for the synthesis of substituted indazole ingood to excellent yield catalyzed by using silica sulfuric acid (SSA) in DMSO solvent at roomtemperature. This is solid state reaction have been attracting the synthetic organic chemist asthey provided enhance reaction rates, less environmental pollution, greater selectivity, cleanerproducts and manipulative simplicity. Various indazoles are obtained in moderate to excellentyield.
[1] J. Elguero, A. Fruchier, E.M. Tjiou, S. Trofimenko, Chem. Heterocyclic Comoud. 31 (1995) 1006-
1010.
[2] Z. Zhong, T. Xu, X. Chen, Y. Qui, Z. Zhang, J. Chem. Soc Perkin Trans. I, 1 (1993) 1279-1280.
[3] M.R.G. Da-Costa, M.J.M. Curto, S.G. Davies, M.T. Duarte, C. Resende, F.C. Teixeira, J.
Organometallic Chem. 604 (2000) 157-169.
[4] S.Z. Süleyman, A. Rüstem, Synthetic Comm. 32 (2002) 3399-23411.
[5] I. Kiyofumi, K. Mika, Y. Takashi, S. Ikue, H. Kou, S. Takao, Chem. Letts. 33 (2004) 1026-1027.
[6] H. Yoshiyuk, S. Yoshimichl, A. Toyohiko, Synthesis 8 (2004) 1183-1186.
[7] L.J. Barry, D.R. James, Synthetic Comm. 35 (2005) 2681-2684.
[8] N. Miklos, V. Andrea, Z. Weimin, W.G. Paul. B. Gabor, T. Laszlo, Tetrahedron 60 (2004) 9937-9944.
[9] Y.L. Artyom, S.K. Anton, Z.V. Alexander, J. Org. Chem. 70 (2005) 596-602.
[10] L. Kirill, C.H. Margaret, F.M. Dilinie, L. Robert, J. Org. Chem. 71 (2006) 8166-8172.
[11] I. Kiyofumi, K. Mika, Y. Takashi, A. Yukari, H. Kou, S. Takao, Tetrahedron 63 (2007) 2695-2711.
[12] J.S. Yadav, B.V.S. Reddy, K. Sadasive, G. Satheesh, G. Tetrahedron Lett. 43 (2002) 9695-9697.
[13] L. Bouissane, S.E. Kazzouli, J.M. Leger, C. Jarry, E.M. Rakib, M. Khouili, G. Guillaumet,
Tetrahedron Lett. 61 (2005) 8218-8225.
[14] C.T. Fatima, R. Helene, F.A. Ines, M. Joao, M. Curto, D.M. Teresa, Molecules 11 (2006) 867-871.
[15] D.J. Varughese, M.S. Manhas, A.K. Bose, Tetrahedron Lett. 47 (2006) 6795-6798.
[16] C.I. Dellerba, M. Novi, G. Petrillo, C. Tsavani, Tetrahedron 50 (1994) 3529-3530.
[17] A.Y. Lebedev, A.S. Khahrtulyari, A.Z. Voskoboynikov, J. Org. Chem. 37 (2005) 257-263.
[18] P.D. Lokhande, A. Raheem, S.T. Sabale, A.R. Chabukswar, S.C. Jagdale, Tetrahedron Lett. 48
(2007) 6890-6892.
[19] M. Cheung, A. Boloor, J. A. Stafford, J. Org. Chem. 68 (2003) 4093-4095.
[20] P. Salehi, M.A. Zolfigol, F. Shirini M. Baghbanzadeh, Curr. Org Chem. 10 (2006) 2171-2189.
[21] D. Gaikwad, A. Syed, R. Pawar, Chem. Tech. 1 (2008) 442-445.
