A novel one-pot, four component synthesis of some densely functionalized pyrroles

Molecular Diversity

Volumn 6, Issue 3-4, 2003, Pages 223-226

  Azizian, Javad ^a   Karimi, Ali R ^a   Arefrad, Hamedeh ^a   Mohammadi, Ali A ^a   Mohammadizadeh, M R ^a  

^a SHAHID BEHESHTI UNIVERSITY   (Iran)

Author keywords

Four component synthesis; Phosphoran intermediates; Pyrroles

Indexed keywords

ACETYLENE DERIVATIVE; AMMONIUM ACETATE; DICARBOXYLIC ACID; NINHYDRIN; PYRROLE DERIVATIVE; THIOCYANIC ACID DERIVATIVE; TRIPHENYLPHOSPHINE;

ANALYTIC METHOD; CHEMICAL REACTION; CONFERENCE PAPER; POLYMERIZATION; PRIORITY JOURNAL; REACTION ANALYSIS; SYNTHESIS;

ACETATES; ACETYLENE; CARBOXYLIC ACIDS; MOLECULAR STRUCTURE; NINHYDRIN; ORGANOPHOSPHORUS COMPOUNDS; PHOSPHORANES; PYRROLES; THIOCYANATES;

EID: 0346501857     PISSN: 13811991     EISSN: None     Source Type: Journal    
DOI: 10.1023/B:MODI.0000006779.13561.12     Document Type: Conference Paper

References (18)

1. (a) Domling, A. and Ugi, I., Multicomponent reactions with isocyanides, Angew. Chem. Int. Ed., 39 (2000) 3168-3210.
2. (b) Ugi, I., Multi-component reactions (MCR). Perspectives of multi-component reactions and their libraries, J. Prakt. Chem. 339 (1997) 499-516 and references there in.
3. (c) Lee, D., Sello, J. K. and Schreiber, S. L., Pairwise use of complexity-generating reactions in diversity-oriented organic synthesis, Org. Lett., 2 (2000) 709-712.
4. Laszlo, P., Organic Reactions: Simplicity and Logic, Wiley, New York, 1995.
5. Yavari, I., Hekmat-shoar, R. and Zonouzi, A., A new and efficient route to 4-carboxylcoumarins mediated by vinyltriphenylphosphonium salt, Tetrahedron Let., 39 (1998) 2391-2392.
6. Yavari, I. and Adib, M., Efficient synthesis of 5, 6, 7-trisubstituted 1H-pyrrolizines, Tetrohedron, 57 (2001) 5873-5878.
7. Yavari, I., Adib, M. and Hojabri L. Vinyltriphenylphosphonium salt mediated synthesis of functionalized coumarins, Tetrohedron, 57 (2001) 7537-7540.
8. Yavari, I. and Islami, M. R., Vinyltriphenylphosphonium salt mediated serendipitous synthesis of a functionalized pyrroloisoindole derivative. New synthesis of trimethyls-aryl pyrrole 2, 3, 4-tricarboxylates, J. Chem. Research (S), (1998), 166-167.
9. (a) Yavari, I., Ramazani A. and Yahya-zadeh A., Synthesis of densely functionaliaed N-Hydroxypyrroles mediated by vinyl triphenylphosphonium salt, Synth. Commun., 26 (1996) 4495-4499.
10. (b) Yavari, I., Adib, M. and Sayahi, M., An Efficient Diastereoselective One-Pot Synthesis of Dihydrofuro[2′,3′:2,3]indeno[2,1-b]furan Derivatives, Tetrahedron Lett., 43 (2002) 2927-2930.
11. Ramazani, A. and Bodaghi, A., One-pot, four-component synthesis of dialkyl [indane-1,3-dione-2-ylidene] alkoxy Succinates, Tetrahedron Lett., 41 (2000) 567-568.
12. Gilchrist, T. L., 'Hetrocyclic Chemistry', 2nd. Ed., London, 1992, p 189.
13. (a) Bean, G. P., in Jones, A. R. (ed.), 'Pyrroles', Wiley, New York, 1990, Part I, p 105.
14. (b) Burley, I. and Hewson, T., A versatile Synthesis of 3-Phenylsulfonylpyrroles from α-Amino Acids, Synthesis, (1995) 1151.
15. (c) Patterson, J. M., Recent synthetic methods for pyrroles and pyrrolenines (2H-or 3H-pyrroles), Synthesis, (1976) 281.
16. Sundberg, R. J., in Katritzky, A. R. and Rees, C.W. (eds), 'Comprehensive Hetrocyclic Chemistry', Pergamon, New York, 4 (1984), pp. 1-529.
17. Niziurski-Mann, R. E. and Cava, M. P., Synthesis of mixed thiophene-pyrrole heterocycles, Hetrocycles, 34 (1992) 2003.
18. Masquelin, T. and Obrecht, D., A new approach to the synthesis of N-protected 2- and 5-substituted 3-halopyrroles, Synthesis, (1995) 276.