SOLVENT-FREE SYNTHESIS OF PYRROL DERIVATIVES USING MULTICOMPONENT REACTIONS OF 1,3-DICARBONYLS, ACTIVATED CARBONYL COMPOUNDS, AND PRIMARY ALKYLAMINES
Subject Areas :
Faramarz Rostami-Charati
1
(Islamic Azad University, Zahedan Branch, Zahedan, Iran)
Mehdi Shahraki
2
(Islamic Azad University, Zahedan Branch, Zahedan, Iran)
Mohammad R. Hosseini- Tabatabaei
3
(Islamic Azad University, Zahedan Branch, Zahedan, Iran)
Zinatossadat Hossaini
4
(Chemistry Department, Islamic Azad University, Qaemshahr Branch,
Mazandaran, Iran)
Keywords: Solvent-free, One-pot reactions, 1, 3-Dicarbonyl, Pyrroles, Primary Amines,
Abstract :
A one-pot synthesis of pyrrole derivatives via reaction between activated carbonyl compounds, primary amines and 1,3-dicarbonyls under solvent-free conditions is described.
1. J. Zhu, H. Bienayme, Wiley.,VCH Verlag. Weinheim, 2005.
2. M. Torok, M. Abid, S. C. Mhadgut, B. Torok, Biochemistry 2006, 45, 5377.
3. R. J. Sundberg, In Comprehensive Heterocyclic Chemistry; A. Katritzky, C. W. Rees, E. F. V. Scriven, Eds; Pergamon: Oxford, 1996, 2, 119.
4. H.Tao, I. Hwang, D. L. Boger, Bioorg. Med. Chem. Lett. 2004, 14, 5979.
5. M. Baumgarten, N. Tyutyulkov, Chem. Eur. J. 1998, 4, 987.
6. J. Lehuede, B. Fauconneau, L. Barrier, M. Ourakow, A. Piriou, J. M. Vierfond, Eur. J. Med. Chem. 1999, 34, 991.
7. R. W. Burli, P. Jones, D. McMinn, Q. Le, J. X. Duan, J. A. Kaizerman, S. Difuntorum, H. E. Moser, Bioorg. Med. Chem. Lett. 2004, 14, 1259.
8. R. Jonas, M. Klockow, I. Lues, H. Pruecher, H. J. Schliep, H. Wurziger, Eur. J. Med. Chem. 1993, 28, 129.
9. W. A. Denny, G.W. Rewcastle, B. C. Baguley, J. Med. Chem. 1990, 33, 814.
10. V. J. Demopoulos, E. Rekka, J. Pharm. Sci. 1995, 84, 79.
11. M. Del Poeta, W. A. Schell, C. C. Dykstra, S. Jones, R. R. Tidwell, A. Czarny, M. Bajic, A. Kumar, D. Boykin, J. R. Perfect, Antimicrob. Agents Chemother. 1998, 42, 2495.
12. D. L. Boger, C. W. Boyce, M. A. Labrili, C. A. Sehon, Q. Lin, J. Am. Chem. Soc. 1999, 121, 54.
13. I.Yavari, M. Sabbaghan, Z. Hossaini, M. Ghazanfarpour-Darjani, Helv Chim Acta, 2008, 91, 1144.
14. S. Y. Wang, S. J. Ji, Tetrahedron 2006, 62, 1527.