Synthesis of 2,3-dioxo-5-(substituted)arylpyrroles and their 2-oxo-5-aryl-3-hydrazone pyrrolidine derivatives

Molecules

Volumn 14, Issue 1, 2009, Pages 250-256

  Mohammat, M F ^a   Shaameri, Z ^a   Hamzah, A S ^a  

^a UNIVERSITI TEKNOLOGI MARA   (Malaysia)

Author keywords

2,3 Dioxo 5 (substituted)arylpyrroles; Hydrazine; Hydrazone; Pyrrolidine

Indexed keywords

HYDRAZONE DERIVATIVE; PYRROLE DERIVATIVE; PYRROLIDINE DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; INFRARED SPECTROPHOTOMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SYNTHESIS;

HYDRAZONES; MAGNETIC RESONANCE SPECTROSCOPY; MOLECULAR STRUCTURE; PYRROLES; PYRROLIDINES; SPECTROPHOTOMETRY, INFRARED;

EID: 59149088887     PISSN: None     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/molecules14010250     Document Type: Article

References (12)

1. Metten, B.; Kostermans, M.; Van Baelen, G.; Smet, M.; Dehaen, W. Synthesis of 5-aryl-2-oxopyrrole derivatives as synthon for highly substituted pyrroles. Tetrahedron 2006, 62, 6018-6028.
2. Mohammat, M.F.; Shaameri, Z.; Hamzah, A.S.; Fun, H.K.; Chantrapromma. S. tert-Butyl 5-(4-metoxyphenyl)-1-methyl-2-oxopyrrolidin-3-yl carbonate. Acta Crystallogr. E 2008, E64, o661-o662.
3. Veeresa, G.; Datta, A. Stereoselective synthesis of the antifungal antibiotic (+)-preussin. Tetrahedron 1998, 54, 15673-15678.
4. Huang, P-Q.; Zheng, X. An improved formal total synthesis of (-)-anisomycin. ARKIVOC 2003 (II), 7-14.
5. Wang, Y.; Ma, D. Synthesis of enentiopure N-protected 4,5-disubstituted 3-pyrrolidinones and N-protected 2,5-disubstituted 3-pyrrolidinones via the Dieckmann reaction of dicarbonyl compounds derived from enentiopure β-amino ester. Tetrahedron Asymmetry 2001, 12, 725-730.
6. Venturini, A.; Gonzalez, J. A CASPT2 and CASSCF Approach to the cycloaddition of ketene and Imine: A new Mechanistic Scheme of the Staudinger Reaction. J. Org. Chem. 2002, 67, 9089-9092.
7. Pandeya, S.N.; Sriram, D.; Nath, G.; De Clercq, E. Synthesis and antimicrobial activity of Schiff and Mannich bases of isation and its derivatives with pyrimidine. Farmaco 1999, 54, 624-628.
8. El-Masry, A.H.; Fahmy, H.H; Abdelwahed, S.H.A. Synthesis and Antimicrobial Activity of Some New Benzimidazole Derivatives. Molecules 2000, 5, 1429-1438.
9. Wang, P-H.; Keck, J.G.; Lien. E.J.; Lai, M.M.C. Design, synthesis, testing and quantitative structure-activity relationship analysis of substituted salicylaldehyde Schiff bases of 1-amino-3-hydroxyguanidine tosylate as new antiviral agents against coronavirus. J. Med. Chem. 1990, 33, 608-614.
10. Brokaite, K.; Mickevicius, V.; Mikulskiene, G. Synthesis and structural investigation of some 1,4-disubstituted-2-pyrrolidinones. ARKIVOC 2006, (II), 61-67.
11. Page, P.C.B.; Hamzah, A.S.; Leach, D.C.; Allin, S.M.; Andrews, D.M.; Rassias, G. A. Short and Versatile Route to a Key Intermediate for Lactacystin Synthesis. Org. Lett. 2003, 5, 353-355.
12. Mohammat, M.F.; Shaameri, Z.; Hamzah, A.S.; Fun, H.K.; Chantrapromma, S. 4-Hydroxy-5-(4-methoxyphenyl)-pyrrolidin-2-one. Acta Crystallogr. E 2008, E64, o578-o579.