Abstract
Heteropoly acid supported on silica gel (H3PW12O40/SiO2) is easily used as a heterogonous, reusable and efficient catalyst for the synthesis of N-substituted, 2- and 3-unsubstituted pyrroles in solution or under solvent-free microwave irradiation. The catalyst can be easily recovered and reused for several times without loss of activity.
Article PDF
Similar content being viewed by others
Avoid common mistakes on your manuscript.
References
R.A. Jones, G.P. Bean, The Chemistry of Pyrroles, Academic, London, 1977.
A. Furstner, Angew. Chem., Int. Ed. 42 (2003) 3528.
D.L. Boger, C.W. Boyce, M.A. Labrili, C.A. Sehon, Q. Lin, J. Am. Chem. Soc. 121 (1999) 54.
V.M. Domingo, C. Aleman, E. Brillas, L. Julia, J. Org. Chem. 66 (2004) 4058.
V.F. Ferreira, M.C.B.V. De Souza, A.C. Cunha, L.O.R. Pereira, M.L.G. Ferreira, Org. Prep. Proced. Int. 33 (2001) 441.
M. Artico, R. Silvestri, S. Massa, A.G. Loi, S. Corrias, G. Piras, P.L. Colla, J. Med. Chem. 39 (1996) 522.
M. Abid, L. Teixeira, B. Trk, Tetrahedron Lett. 48 (2007) 4047.
Y. Fang, D. Leysen, H.C.J. Ottenheijm, Synth. Commun. 25 (1995) 1857.
M.A. Wilson, G. Filzen, G.S. Welmaker, Tetrahedron Lett. 50 (2009) 4807
M. Abid, S.M. Landge, B. Trk, Org. Prep. Proc. Int. 38 (2006) 495
N. Azizi, A. Khajeh-Amiri, H. Ghafuri, M. Bolourtchian, M.R. Saidi, Synlett. 14 (2009) 2245
B. Zuo, J. Chen, M. Liu, J. Ding, H. Wu, W. Su J. Chem. Res. (2009) 14.
C. Rochais, V. Lisowski, P. Dallemagne, S. Rault, Tetrahedron Lett. 45 (2004) 6353.
M. Artico, F. Corelli, S. Massa, G. Stefancich, Synthesis 11 (1983) 93.
I.V. Kozhevnikov, E. Derouane (Ed.), Catalysts for Fine Chemical Synthesis, Catalysis by Polyoxometalates 2, Wiley, New York, 2002
M.N. Timofeeva, Appl. Catal. A: Gen. 256 (2003) 19
T. Okuhara, N. Mizuno, M. Misono, Adv. Catal. 41 (1996) 221
H. Firouzabadi, A.A. Jafari, J. Iranian Chem. Soc. 2 (2005) 85
H. Firouzabadi, A.A. Jafari Current Org. Chem. 12 (2008) 233
M.M. Heravi, S. Sadjadi, J. Iran. Chem. Soc. 6 (2009) 1.
M.N. Tiofeeva, A.V. Dimidov, I.V. Kozhevnikov, J. Mol. Catal. 79 (1993) 21
R.S. Drago, J.A. Dias, T. Maier, J. Am. Chem. Soc. 119 (1997) 7702.
Y. Ono, J.M. Thomas, K.I. Zamaraev (Eds.), Perspectives in Catalysis, Blackwell, London, 1992, p. 341.
I.V. Kozhevnikov, K.I. Matveev, Appl. Catal. 5 (1983) 135.
Y. Izumi, K. Urabe, A. Onaka, Zeolite, Clay and Heteropolyacids in Organic Chemistry, Kodansha/ VCH, Tokyo/Weinheim, 1992, p. 99.
I.V. Kozhevnikov, Catal. Rev. Sci. Eng. 37 (1995) 311; b) M. Msono, N. Noriji, Appl. Catal. 64 (1990) 1.
M.A. Schwegler, H. Bekkum, N. Munck, Appl. Catal. 74 (1991) 191.
G. Meuzelaar, L. Maat, R. Sheldon, I.V. Kozhevnikov, Catal. Lett. 45 (1997) 249
E.F. Kozhevnikova, E. Rafiee, I.V. Kozhevnikov, Appl. Catal. A 260 (2004) 25
Y. Isumi, K. Hisano, T. Hida, Appl. Catal. A: Gen. 181 (1999) 277
J. Mao, T. Nakajo, T. Okuhara, Chem. Lett. (2002) 1104.
H. Firouzabadi, N. Iranpoor, A.A. Jafari, M.R. Jafari, J. Mol. Catal. A: Chem. 247 (2006) 14
E. Rafiee, F. Shahbazi, M. Joshaghani, F. Tork J. Mol. Catal. A: Chem. 242 (2005) 129
K.A.d.S. Rocha, I.V. Kozhevnikov, E.V. Gusevskaya, Appl. Catal. A: Gen. 294 (2005) 106
S. Farhadi, M. Afshari, M. Maleki, Z. Babazadeh, Tetrahedron Lett. 46 (2005) 8483
H. Firouzabadi, N. Iranpoor, A.A. Jafari, Synlett (2005) 299.
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Jafari, A.A., Mahmoudi, H. & Mirjalili, B.F. Tungstophosphoric acid supported on silica gel (H3PW12O40/SiO2) as an eco-friendly, reusable and heterogeneous catalyst for the synthesis of pyrroles in solution or under solvent-free microwave irradiation. JICS 8, 851–856 (2011). https://doi.org/10.1007/BF03245915
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/BF03245915